[ CAS No. 348-67-4 ] {[proInfo.proName]}

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2D 3D

Structure of 348-67-4 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 348-67-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 348-67-4 ]

SDS Specification

Alternatived Products of [ 348-67-4 ]

Product Details of [ 348-67-4 ]

CAS No. :	348-67-4	MDL No. :	MFCD00002622
Formula :	C₅H₁₁NO₂S	Boiling Point :	-
Linear Structure Formula :	CH₃SC₂H₄CH(NH₂)CO₂H	InChI Key :	FFEARJCKVFRZRR-SCSAIBSYSA-N
M.W :	149.21	Pubchem ID :	84815
Synonyms :	H-D-Met-OH	Chemical Name :	(R)-2-Amino-4-(methylthio)butanoic acid

Calculated chemistry of [ 348-67-4 ] Expand+

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.8
Num. rotatable bonds :	4
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	38.22
TPSA :	88.62 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.54 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.99
Log Po/w (XLOGP3) :	-1.87
Log Po/w (WLOGP) :	0.15
Log Po/w (MLOGP) :	-2.2
Log Po/w (SILICOS-IT) :	-0.15
Consensus Log Po/w :	-0.61

Druglikeness

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

Water Solubility

Log S (ESOL) :	0.68
Solubility :	709.0 mg/ml ; 4.75 mol/l
Class :	Highly soluble
Log S (Ali) :	0.53
Solubility :	504.0 mg/ml ; 3.38 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-0.23
Solubility :	87.5 mg/ml ; 0.586 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.43

Safety of [ 348-67-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 348-67-4 ]

* 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 [ 348-67-4 ]
Downstream synthetic route of [ 348-67-4 ]

[ 348-67-4 ] Synthesis Path-Upstream 1~1

1
[ 348-67-4 ]
[ 6027-21-0 ]

Yield	Reaction Conditions	Operation in experiment
50%	Stage #1: With methyl iodide In methanol; water at 20℃; for 48 h; Stage #2: for 15 h; Reflux	According to a literature procedure,19D-methionine (1) (25.0 g,167.5 mmol, 1 equiv) was suspended in H2O/MeOH (466 mL/66 mL), and methyl iodide (25.2 mL, 405.4 mmol, 2.4 equiv) wasadded. The resulting suspension was stirred vigorously at roomtemperature for 48 h. Then the volume of the reaction mixturewas reduced to one-third by evaporation under vacuo and alongwith this, excess of methyl iodide was also removed. Water(155 mL) was added to the remaining reaction mixture followedby NaHCO3 (14.07 g, 167.5 mmol, 1 equiv). The resulting solutionwas refluxed for 15 h and cooled to room temperature. Solventwas removed under vacuo to yield thick syrup. This was dissolvedin water (45 mL) with heating. Addition of acetone (90 mL) followedby ethanol (1000 mL) resulted in the precipitation of a whitesolid, which was filtered and dried under vacuum to give 2 aswhite solid. Yield: 9.9 g (83 mmol, 50percent). Mp 202 C. 1H NMR(300 MHz, D2O): d = 1.92–1.78 (m, 1H, 3-CH), 2.09–2.92 (m, 1H,3-CH), 3.65–3.58 (m, 2H, 4-CH2), 3.68 (dd, 3JH,H = 4.8, 3JH,H = 7.5 Hz,1H, 2-CH). 13C NMR (75 MHz, D2O): d = 32.1 (s, 3-C), 53.3 (s, 2-C),58.5 (s, 4-C), 174.5 (s, 1-C). HRMS (ESI+, MeOH): m/z = 142.0468[M+Na]+ calcd for C4H9NO3Na+ 142.0475.

Reference： [1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 19, p. 5168 - 5181
[2] Tetrahedron, 1988, vol. 44, # 2, p. 637 - 642

[ 348-67-4 ] Synthesis Path-Downstream 1~1

1
[ 348-67-4 ]
[ 3032-81-3 ]
[ 1271810-79-7 ]

Yield	Reaction Conditions	Operation in experiment
54%	With caesium carbonate;copper(l) iodide; In dimethyl sulfoxide; at 90℃; for 23h;	A mixture of D-methionine A (2.50 g, 16.8 mmol), 1 ,3-dichloro-5-iodo-benzene B (4.6 g, 17 mmol), copper(I) iodide (0.80 g, 4.2 mmol) and Cs2C03 (6.6 g, 20 mmol) in DMSO (20 mL) was heated at 90 °C for 23 h. To the reaction mixture was added 5percent citric acid until pH = 4, and then the mixture was extracted with EtOAc (3 x 50 mL), This crude was purified via column chromatography (gradient MeOH/CH2Cl2) to afford the desired product (2.59 g, 54percent yield) as an oil. A mixture of the methionine C and Mel (15 mL, 240 mmol) was stirred at 25 °C for 18 h, followed by adding TBME to form a precipitate which was filtered to afford a brown solid D (3.1 g, 42percent). .H NMR (400MHz ,DMSO-d6) delta = 6.72 (d, J = 2.0 Hz, 1 H), 6.65 (d, J = 2.0 Hz, 2 H), 4.33 - 4.15 (m, 1 H), 3.43 - 3.35 (m, 2 H), 2.89 (s, 3 H), 2.85 (s, 3 H); m/z 308 (M-128).

Reference： [1]Patent: WO2011/29046,2011,A1 .Location in patent: Page/Page column 190; 191

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[ CAS No. 348-67-4 ] {[proInfo.proName]}

Quality Control of [ 348-67-4 ]

Related Doc. of [ 348-67-4 ]

Product Details of [ 348-67-4 ]

Calculated chemistry of [ 348-67-4 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 348-67-4 ]

Application In Synthesis of [ 348-67-4 ]

[ 348-67-4 ] Synthesis Path-Upstream 1~1

[ 348-67-4 ] Synthesis Path-Downstream 1~1

Similar Product of [ 348-67-4 ]

Related Functional Groups of [ 348-67-4 ]

Amino Acid Derivatives

Precautionary Statements-General

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[ 348-67-4 ]

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[ 348-67-4 ]