[ CAS No. 40615-36-9 ] {[proInfo.proName]}

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Quality Control of [ 40615-36-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 40615-36-9 ]

SDS Specification

Alternatived Products of [ 40615-36-9 ]

Product Details of [ 40615-36-9 ]

CAS No. :	40615-36-9	MDL No. :	MFCD00008409
Formula :	C₂₁H₁₉ClO₂	Boiling Point :	No data available
Linear Structure Formula :	C₆H₅C(C₆H₄OCH₃)₂Cl	InChI Key :	JBWYRBLDOOOJEU-UHFFFAOYSA-N
M.W :	338.83	Pubchem ID :	96831
Synonyms :		Chemical Name :	4,4'-Dimethoxytrityl chloride

Calculated chemistry of [ 40615-36-9 ] Expand+

Physicochemical Properties

Num. heavy atoms :	24
Num. arom. heavy atoms :	18
Fraction Csp3 :	0.14
Num. rotatable bonds :	5
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	98.05
TPSA :	18.46 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.51 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.71
Log Po/w (XLOGP3) :	5.43
Log Po/w (WLOGP) :	5.13
Log Po/w (MLOGP) :	4.6
Log Po/w (SILICOS-IT) :	5.58
Consensus Log Po/w :	4.89

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-5.59
Solubility :	0.000878 mg/ml ; 0.00000259 mol/l
Class :	Moderately soluble
Log S (Ali) :	-5.57
Solubility :	0.000904 mg/ml ; 0.00000267 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-8.32
Solubility :	0.00000163 mg/ml ; 0.0000000048 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.54

Safety of [ 40615-36-9 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P260-P264-P271-P272-P273-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P333+P313-P362+P364-P391-P403+P233-P405-P501	UN#:	3261
Hazard Statements:	H314-H317-H335-H411	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 40615-36-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 40615-36-9 ]
Downstream synthetic route of [ 40615-36-9 ]

[ 40615-36-9 ] Synthesis Path-Upstream 1~3

1
[ 40615-36-9 ]
[ 182007-86-9 ]
[ 81279-39-2 ]

Reference： [1] Nucleosides, nucleotides and nucleic acids, 2003, vol. 22, # 5-8, p. 1007 - 1009
[2] Tetrahedron Letters, 2002, vol. 43, # 11, p. 1983 - 1985

2
[ 40615-36-9 ]
[ 146954-75-8 ]

Reference： [1] Helvetica Chimica Acta, 1997, vol. 80, # 6, p. 1952 - 1971
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 7, p. 831 - 841

3
[ 40615-36-9 ]
[ 56287-17-3 ]
[ 146954-75-8 ]

Reference： [1] Patent: EP2816053, 2014, A1,
[2] Patent: US9371353, 2016, B2,

[ 40615-36-9 ] Synthesis Path-Downstream 1~12

1
[ 2580-77-0 ]
[ 40615-36-9 ]
[ 108783-01-3 ]

Reference： [1]Journal of the American Chemical Society,2000,vol. 122,p. 5671 - 5677
[2]Tetrahedron Letters,1986,vol. 27,p. 4705 - 4708
[3]Russian Journal of Bioorganic Chemistry,2013,vol. 39,p. 138 - 152
Bioorg. Khim.,2013,vol. 39,p. 159 - 174,16

2
[ 40615-36-9 ]
[ 3690-10-6 ]
[ 170660-47-6 ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1597 - 1600

3
[ 40615-36-9 ]
[ 4494-26-2 ]
[ 157022-75-8 ]
1-{(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde [ No CAS ]

Reference： [1]Nucleosides and Nucleotides,1996,vol. 15,p. 1287 - 1305

4
[ 40615-36-9 ]
[ 90365-74-5 ]
C₃₂H₃₃NO₄ [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2007,vol. 18,p. 2165 - 2174

5
[ 623-57-4 ]
[ 40615-36-9 ]
[ 1003579-63-2 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; at 0 - 20℃;	3-Dimethylamino-l,2-propanediol (6.0 g, 50 mmol) was weighed into a 1 L round bottomed flask with a stir bar. The flask was sealed, flushed with argon, charged with pyridine and cooled to 0 0C. 4,4'-Dimethoxytrityl chloride (17.9 g, 1.05 equiv.) was weighed into a 100 mL round bottomed flask, sealed and then dissolved in pyridine (80 mL). The 4,4'- dimethoxytrityl chloride solution was transferred to the stirring reaction mixture slowly, using additional fresh pyridine (20 mL) to effect the transfer of residual 4,4'-dimethoxytrityl chloride. The reaction was allowed to come to room temperature while stirring overnight. The reaction was concentrated in vacuo and re-dissolved in dichloromethane (300 mL). The organic phase was washed with saturated bicarbonate (2 x 200 mL) and brine (I x 200 mL), dried over MgSO4, filtered, concentrated and dried under high vacuum to afford 22.19g of a yellow gum that was used without further purification.

Reference： [1]Patent: WO2008/103276,2008,A2 .Location in patent: Page/Page column 173; 248; 30/57

6
[ 40615-36-9 ]
[ 32968-78-8 ]
C₂₆H₂₇NO₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%		Synthesis of compound 5; Step(ii)[1]: The reaction was performed in a 5 necked 15 L glass reactor fitted with an overheadstirrer over an ice bath. To a stirred solution of 4 (450 g, 2.94 mole) in acetonitrile (8 L) wereadded Et3N (1 L, 7.2 mole) and ethyl trifluoroacetate (1000 g, 7.04 mole), and stirred at room temperature overnight. The white solid (Et3N.HC1) was filtered over sintered funnel and washedwith ethyl acetate ( 4 L). The organic solution was concentrated followed by co-evaporationwith toluene (2 L x 2) and dried under reduced pressure overnight in a 22 L rotary evaporator toobtain crude product as a gummy mass ( -600 g). Step (ii)[2]: Above obtained crude compound (2.94 mole) was dissolved in 2 L of anhyd.pyridine and transferred to the four necked 15 L flask. Another 6 L of anhyd. pyridine wasadded. This solution was cooled to -5 oc using ice bath followed by addition of DMTr-Cl (1000g, 2.95) portion wise under nitrogen atmosphere over 20 min. and the reaction mixture wasstirred at room temperature overnight. 12 L of water was added while stirring and let it stand for6 h. The compound was settled at the bottom of the flask as a brownish gummy mass. Waterpyridinelayer was decanted using transfer pump and the aqueous layer was extracted with ethylacetate (2 x 5 L). Combined the ethyl acetate extract with the viscous material remained in thereactor, after decanting water layer. Concentration of the solvent gave the correspondingproduct as viscous oil which was used for the next step without purification. Step (ii)[3]: To a stirred solution of trifluoroacetyl compound (2.94 mole) in MeOH (5 L) wasadded KOH (330 g, 5.88 mole) dissolved in water (2 L) drop wise over 30 min. and stirred atroom temperature for 1 h. Concentrated to 3 L volume followed by addition of 15 L of waterand allowed to stand overnight. The product was settled at the bottom as reddish brown viscousoil. Decanted the water using transfer pump followed by addition of 6 L of DCM to dissolve,washed with 5 L of water and separated the organic solvent. Concentration of the solventfollowed by silica gel column chromatography ( 4 Kg silica, eluent: hexane/ethyl acetate andethyl acetate/MeOH) purification gave compound 5 (1000 g, 81 %) as foamy yellowish whitesolid. 1H NMR (CDCb): 1.35-1.42 (m, lH), 1.65-1.70 (m, lH), 2.33 (br s, lH), 2.59-2.62 (m,lH), 2.72-2.75 (m, lH), 2.82-2.91 (m, 2H), 3.36-3.41 (m,lH), 3.71 (s, 6H), 4.1 (br s, lH), 4.525(d, J = 4.0 Hz, lH).

Reference： [1]Patent: WO2014/25805,2014,A1 .Location in patent: Page/Page column 34; 35

7
[ 40615-36-9 ]
[ 3690-10-6 ]
1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(((3-methoxyphenyl)(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With pyridine; at 0 - 25℃;	To a cooled (0 °C) solution of the compound 16 (3.0 g, 13.2 mmol) in pyridine (33 mL) was added 4,4'-dimethoxytriphenylmethyl chloride (DMTCl) (5.6 g, 16.5 mmol) and the reaction mixture was stirred at 25 °C for 50 min. After evaporated under reduced pressure, the residue was purified by silica gel column chromatography (DCM : MeOH = 20 : 1) to give the compound 17 (4.4 g, 63percent) as a white solid. 1HNMR (400 MHz, CDC13) delta 8.63 (dd, J= 4.4, 3.2 Hz, 1H), 8.40 (dd, 7 = 5.6, 2.4 Hz, 1H), 7.63-7.16 (m, 9H), 6.84-6.81 (m, 4H), 6.14 (dd, J = 6.8, 4.0 Hz, 1H), 5.87 (d, J= 3.2 Hz, 1H), 4.43-4.39 (m, 3H), 3.80 (s, 6H), 3.51-3.41 (m, 2H).

Reference： [1]Patent: WO2015/72784,2015,A1 .Location in patent: Page/Page column 22

8
[ 40615-36-9 ]
[ 3690-10-6 ]
1-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-bis((tert-butyldimethylsilyl)oxy)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one [ No CAS ]

Reference： [1]Patent: WO2015/72784,2015,A1

9
[ 40615-36-9 ]
[ 374750-30-8 ]
C₃₂H₃₃N₅O₇ [ No CAS ]
C₅₃H₅₁N₅O₉ [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2017,vol. 8,p. 958 - 962

10
[ 40615-36-9 ]
[ 108-24-7 ]
[ 374750-30-8 ]
(2R,3R,4R,5R)-2-(2-acetamido-6-oxo-1,6-dihydro-9H-purin-9-yl)-5-(hydroxymethyl)-3-methyltetrahydrofuran-3,4-diyl diacetate [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2017,vol. 8,p. 958 - 962

11
[ 40615-36-9 ]
[ 108-24-7 ]
[ 374750-30-8 ]
C₃₈H₃₉N₅O₁₀ [ No CAS ]
C₅₇H₅₅N₅O₁₁ [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2017,vol. 8,p. 958 - 962

12
[ 623-57-4 ]
[ 40615-36-9 ]
C₅₇H₈₃NO₅ [ No CAS ]

Reference： [1]Patent: WO2008/103276,2008,A2

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Nomenclature of Ethers ? Preparation of Alkylbenzene ? Preparation of Ethers ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Ethers ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Vilsmeier-Haack Reaction

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P222	Do not allow contact with air.
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Code	Phrase
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P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
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P362	Take off contaminated clothing and wash before reuse.
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P391	Collect spillage. Hazardous to the aquatic environment
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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H320	Causes eye irritation
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Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
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H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 40615-36-9 ] {[proInfo.proName]}

Quality Control of [ 40615-36-9 ]

Related Doc. of [ 40615-36-9 ]

Product Details of [ 40615-36-9 ]

Calculated chemistry of [ 40615-36-9 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 40615-36-9 ]

Application In Synthesis of [ 40615-36-9 ]

[ 40615-36-9 ] Synthesis Path-Upstream 1~3

[ 40615-36-9 ] Synthesis Path-Downstream 1~12

Technical Information

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry