H-ALPHA-ME-D-PRO-OH Chemical Properties

Melting point:

340℃ (DEC.)

Boiling point:

241.9±33.0 °C(Predicted)

Density 

1.119

storage temp. 

Sealed in dry,Room Temperature

form 

powder

pka

2.44±0.20(Predicted)

color 

White

optical activity

76.369°(C=0.01g/ml MEOH)

Safety Information

HS Code 

2933998090

H-ALPHA-ME-D-PRO-OH Usage And Synthesis

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.

Synthesis

The general procedure for the synthesis of (S)-2-methylproline and (R)-2-methylpyrrolidine-2-carboxylic acid from the compounds (CAS: 848488-83-5) is as follows: (R)-α-methylproline amide (0.40 g, 58% purity, 1.78 mmol) prepared in Reference Example 4 was added to a reaction flask with 6 M hydrochloric acid (2 mL) and stirred at 90°C for The reaction was carried out for 4 hours. Upon completion of the reaction, the product was analyzed by high performance liquid chromatography (HPLC) to confirm the presence of (R)-α-methylproline (204 mg, 1.58 mmol) in 90% yield and 89% ee optical purity.

References

[1] Patent: EP2716629, 2014, A1. Location in patent: Paragraph 0208; 0209
[2] Patent: JP5959417, 2016, B2. Location in patent: Paragraph 0175

H-ALPHA-ME-D-PRO-OH(63399-77-9)Related Product Information

• 2-Piperidinecarboxylicacid,2-methyl-,(R)-(9CI)
• (S)-ALPHA-BENZYL-PROLINE-HCL
• (S)-ALPHA-(2-FLUOROBENZYL)-PROLINE-HCL
• (R)-ALPHA-(3-PHENYL-PROPYL)-PROLINE-HCL
• BOC-(R)-ALPHA-(3-PHENYL-PROPYL)-PROLINE
• (R)-ALPHA-PHENETHYL-L-PROLINE-HCL
• BOC-(S)-ALPHA-(1-NAPHTHALENYLMETHYL)-PROLINE
• (S)-ALPHA-(1-NAPHTHALENYLMETHYL)-PROLINE-HCL
• (S)-ALPHA-(3-FLUOROBENZYL)-PROLINE-HCL
• BOC-(R)-ALPHA-PHENETHYL-L-PROLINE
• (S)-ALPHA-(3-PHENYL-ALLYL)-PROLINE-HCL
• BOC-(S)-ALPHA-BENZYL-PROLINE
• (S)-ALPHA-(4-BIPHENYLMETHYL)-PROLINE-HCL
• (S)-ALPHA-(2-NAPHTHALENYLMETHYL)-PROLINE-HCL
• CLASTO-LACTACYSTIN BETA-LACTONE
• BOC-(S)-ALPHA-(2-NAPHTHALENYLMETHYL)-PROLINE
• BOC-(S)-ALPHA-(2-FLUOROBENZYL)-PROLINE
• methyl 7-azabicyclo[2.2.1]heptane-1-carboxylate hydrochloride