1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)-

Base Information

• Chemical Name: 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)-
• CAS No.: 132622-92-5
• Molecular Formula: C17H23NO5
• Molecular Weight: 321.373
• Mol file: 132622-92-5.mol

Synonyms:(4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline benzyl ester;(2R,4R)-1-(tert-butoxycarbonyl)-4-hydroxyproline benzyl ester;Benzyl(4R)-1-Boc-4-hydroxy-D-prolinate;(4R)-(1-tert-butoxycarbonyl)-4-hydroxy-D-proline benzyl ester;

Chemical Property of 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)-

Chemical Property:

• Melting Point: 71-72 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 441.4±45.0 °C(Predicted)
• PSA: 76.07000
• Density: 1.225±0.06 g/cm3(Predicted)
• LogP: 2.03800

Purity/Quality:

98.5% ^*data from raw suppliers

Benzyl(4R)-1-Boc-4-hydroxy-D-prolinate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)-

There total 9 articles about 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)- 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: 100.0%

benzyl bromide (100-39-0) + (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline (135042-12-5,946610-68-0) → 2-benzyl 1-(tert-butyl) (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (132622-92-5)

Guidance literature:

(4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline; With caesium carbonate; In methanol; water; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl acetamide; at 20 ℃;

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + benzyl (4R)-4-hydroxy-D-prolinate (132622-89-0) → 2-benzyl 1-(tert-butyl) (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (132622-92-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane;

DOI:10.1021/jo00009a016

Reference yield: 94.0%

→ 2-benzyl 1-(tert-butyl) (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (132622-92-5)

Guidance literature:

upstream raw materials:

di-tert-butyl dicarbonate

benzyl (4R)-4-hydroxy-D-prolinate

cis-hydroxy-D-proline

benzyl bromide

Downstream raw materials:

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

2-benzyl 1-tert-butyl (2R,4S)-4-azidopyrrolidine-1,2-dicarboxylate

(4S)-1-(tert-butoxycarbonyl)-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-D-proline

(4S)-1-(tert-butoxycarbonyl)-4-amino-D-proline