D-Proline, 4-hydroxy-, methyl ester, (4S)- (9CI)

Base Information

• Chemical Name: D-Proline, 4-hydroxy-, methyl ester, (4S)- (9CI)
• CAS No.: 178962-09-9
• Molecular Formula: C6H11 N O3
• Molecular Weight: 145.158
• Mol file: 178962-09-9.mol

Synonyms:D-Proline,4-hydroxy-, methyl ester, trans-; 4-(S)-Hydroxypyrrolidine-2-(R)-carboxylicacid methyl ester

Chemical Property of D-Proline, 4-hydroxy-, methyl ester, (4S)- (9CI)

Chemical Property:

• Boiling Point: 247.2±40.0 °C(Predicted)
• PKA: 14.44±0.40(Predicted)
• PSA: 58.56000
• Density: 1.216±0.06 g/cm3(Predicted)
• LogP: -0.78900

Purity/Quality:

97% ^*data from raw suppliers

(2R,4S)-Methyl 4-hydroxypyrrolidine-2-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-Proline, 4-hydroxy-, methyl ester, (4S)- (9CI)

There total 2 articles about D-Proline, 4-hydroxy-, methyl ester, (4S)- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methanol (67-56-1) + trans-4-hydroxyproline (3398-22-9,30724-02-8) → methyl (2R,4S)-4-hydroxypyrrolidine-2-carboxylate (178962-09-9,775275-31-5,790644-51-8,754962-86-2)

Guidance literature:

With acetyl chloride; at 0 ℃; for 12h; Heating / reflux;

Reference yield:

methanol (67-56-1) + C5H8ClNO2 → methyl (2R,4S)-4-hydroxypyrrolidine-2-carboxylate (178962-09-9,775275-31-5,790644-51-8,754962-86-2)

Guidance literature:

Reference yield: 42.0%

benzyl bromide (100-39-0) + methyl (2R,4S)-4-hydroxypyrrolidine-2-carboxylate (178962-09-9,775275-31-5,790644-51-8,754962-86-2) → (2R,4S)-methyl 1-benzyl-4-hydroxypyrrolidine-2-carboxylate

Guidance literature:

With triethylamine; In dichloromethane; for 16h; Reflux;

upstream raw materials:

methanol

trans-4-hydroxyproline

Downstream raw materials:

(2R,4S)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

2,5-dibromo-N-[(3R,5S)-1-cyano-5-methyl-3-pyrrolidinyl]benzenesulfonamide

1,1-dimethylethyl (2S,4R)-4-{[(2,5-dibromophenyl)sulfonyl]amino}-2-methyl-1-pyrrolidinecarboxylate

1,1-dimethylethyl (2S,4R)-4-amino-2-methyl-1-pyrrolidinecarboxylate

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