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[ CAS No. 475-11-6 ] {[proInfo.proName]}

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Chemical Structure| 475-11-6
Chemical Structure| 475-11-6
Structure of 475-11-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 475-11-6 ]

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Product Details of [ 475-11-6 ]

CAS No. :475-11-6 MDL No. :MFCD00011565
Formula : C6H11NO2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :-
M.W : 129.16 Pubchem ID :-
Synonyms :
Chemical Name :H-N-Me-Pro-OH

Calculated chemistry of [ 475-11-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.83
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 37.42
TPSA : 40.54 ?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) : -9.22 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.31
Log Po/w (XLOGP3) : -3.0
Log Po/w (WLOGP) : -0.22
Log Po/w (MLOGP) : 0.0
Log Po/w (SILICOS-IT) : 0.04
Consensus Log Po/w : -0.37

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : 1.32
Solubility : 2670.0 mg/ml ; 20.7 mol/l
Class : Highly soluble
Log S (Ali) : 2.71
Solubility : 66300.0 mg/ml ; 514.0 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : 0.18
Solubility : 196.0 mg/ml ; 1.52 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.63

Safety of [ 475-11-6 ]

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

Application In Synthesis of [ 475-11-6 ]

* 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.

  • Downstream synthetic route of [ 475-11-6 ]

[ 475-11-6 ] Synthesis Path-Downstream   1~12

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YieldReaction ConditionsOperation in experiment
92% With palladium 10% on activated carbon; hydrogen; In methanol; water; General procedure: L-Proline(2.0 g, 17.4 mmol) was dissolved in methanol (20 mL) and40 % aqueous formaldehyde (1.4 mL, 19.1 mmol) wasadded to this solution. Next, 10 % Pd/C catalyst (500 mg)was added to the reaction mixture and the resulting slurrywas stirred in hydrogen overnight. The slurry was then filtered through a Celite pad to remove the catalyst. Thepad was washed with methanol and the combined filtrateswere concentrated under reduced pressure. The residue wasdissolved in ethanol/benzene (1:1, 100 mL) and concentratedsecond time to provide a solid that was re-crystallizedin methanol/diethyl ether. In this way Nmethylproline7a was isolated as fine needles (2.1 g, 92 %yield); mp 109-111C; 1H NMR (D2O, 300 MHz):delta = 3.95-3.90 (1H, m, CH2 (CH2)2CHNCH3), 3.24-3.15(2H, m, CH2 (CH2)2CHNCH3), 2.97 (3H, s, CH2 (CH2)2CHNCH3), 2.22-2.01 (4H, m, CH2 (CH2)2CHNCH3); ESI-MS (m/z):130.2 [M + H] +(100).
89% With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 24h; L-proline (4.0 g, 34.8 mmol)Soluble in methanol (40mL),40% aqueous formaldehyde solution (2.8 mL, 38.2 mmol) was added in orderAnd 10% Pd on carbon (1g), addition, hydrogenation,Reaction at room temperature for 24 hours,After the reaction is complete, filterThe mother liquor was concentrated and dried to give 4g of a white solid with a yield of 89%.That is, N-methyl-L-proline (compound b).
88% With sodium dihydrogenphosphate; zinc; In water; at 30℃; for 48h; The vigorously stirred suspension of zinc dust(6.50 g; 100 mmol), L-proline (5.57 g; 50 mmol) and NaH2PO4 (11.90 g; 100 mmol) in water (22 mL) was treated with 35% aq. formaldehyde (2.10 mL).Stirring was continued for 48 h at 30C. The suspension was discarded, the filtrate was neutralized with2 M aq. ammonia to pH 8, concentrated under vacuum,the solid residue was dissolved in small amount of water and lyophilized. Dry residue was extracted with hot mixture of benzene-ethanol (1 : 1, v/v).Collected extracts were evaporated to dryness and then recrystallized from the mixture methanol/ether affording L-N-methylproline (1) (5.68 g; yield 88%)as white crystals m.p. 115-120C, lit. (12) m.p.115-116C.
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  • (-)-N-methyl-nicotone [ No CAS ]
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  • chromium trioxide [ No CAS ]
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  • L-proline-hydrochloride [ No CAS ]
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