63399-77-9

Basic information

• Product Name: H-ALPHA-ME-D-PRO-OH
• Synonyms: (R)-2-Methylpyrrolidine-2-carboxylic acid;H-alpha-Methyl-D-proline;H-a-Methyl-D-proline;2-Methyl-D-proline hydroc...;(R)-a-Methyl-proline;2-Methyl-D-proline hydrochloride;α-Me-D-Pro-OH;H-ALPHA-ME-D-PRO-OH
• CAS NO: 63399-77-9
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Product Categories: GLYCINESCAFFOLD
• Mol File: 63399-77-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 340℃ (DEC.)
• Boiling Point: 241.912 °C at 760 mmHg
• Flash Point: 100.105 °C
• Appearance: /
• Density: 1.119
• Storage Temp.: Store at 0°C
• PKA: 2.44±0.20(Predicted)
• CAS DataBase Reference: H-ALPHA-ME-D-PRO-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-ALPHA-ME-D-PRO-OH(63399-77-9)
• EPA Substance Registry System: H-ALPHA-ME-D-PRO-OH(63399-77-9)

Safety Data

• Hazardous Substances Data: 63399-77-9(Hazardous Substances Data)

Usage

Uses

(R)-2-Methyl Proline is a derivative of D-Proline (P755990) which is used in the synthesis of (R)-(+)-N-Boc-Pipecolic Acid, (S)-(-)-Coniine, (S)-(+)-Pelletierine, (+)-.beta.-Conhydrine, and (S)-(-)-Ropivacaine and formal synthesis of (-)-Lasubine II and (+)-Cermizine C.

InChI:InChI:1S/C6H11NO2/c1-6(5(8)9)3-2-4-7-6/h7H,2-4H2,1H3,(H,8,9)

Upstream product

• 104739-12-0 (S)-3-Isopropyl-1-methoxy-8a-methyl-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazin-4-one 
• 848488-83-5 DL-(α-methyl)proline amide 
• 5891-21-4 5-chloro-2-pentanone 
• 1310563-79-1 1-benzyl-2-methylpyrrolidine-2-carbonitrile 
• 111080-58-1 1-benzyl-2-methylpyrrolidine-2-carboxamide 
• 1415303-35-3 1-(carbamoyl phenylmethyl)-2-cyano-2-methylpyrrolidine 

Downstream Products

• 166170-15-6 (R)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid 
• 1207754-99-1 tert-butyl (R)-2-(hydroxymethyl)-2-methylpyrrolidine-1-carboxylate 
• 1268520-34-8 1,2-dimethyl-D-proline 
• 912444-00-9 veliparib 
• 63399-76-8 (7aR)-7a-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3]oxazole-1,3-dione 
• 1400280-16-1 (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide 
• 1422435-02-6 C₁₄H₁₈ClNO₄S 
• 1400280-15-0 (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(2-adamantyl)-2-methylpyrrolidine-2-carboxamide 
• 1400280-22-9 (2R)-2-methyl-1-(4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenylsulfonyl)pyrrolidine-2-carboxylic acid 
• 1400280-21-8 (R)-methyl 1-(4-acetylphenylsulfonyl)-2-methylpyrrolidine-2-carboxylate 

Relevant articles and documents

Α-substd. provitamin optically active production of phosphorus

PROBLEM TO BE SOLVED: To provide an industrial method practically suitable for producing an optically active α-substituted prolines with short process and mild conditions.SOLUTION: A method of producing an optically active α-substituted prolines (6) includes (d) a step of obtaining an optically active N, α-substituted prolines (5) by hydrolysis of an optically active N, α-substituted proline amides (4), and (e) a step of obtaining an optically active α-substituted prolines (6) by eliminating the optically active N, and a protective group Rof the α-substituted prolines (5).

Is the backbone conformation of Cα-methyl proline restricted to a single region?

Cα-Methyl-L-proline, or L(αMe)Pro, is probably the most conformational constrained α-amino acid. In particular, its ω and o torsion angles are restricted to about 180 and -60°, respectively, and only three ranges of values are theoretically ava