(R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid

Base Information

• Chemical Name: (R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid
• CAS No.: 1400991-73-2
• Molecular Formula: C₂₁H₂₂N₂O₅
• Molecular Weight: 382.416
• Mol file: 1400991-73-2.mol

Synonyms:(R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid

Chemical Property of (R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid

There total 2 articles about (R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid 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:

C22H24N2O5 (949526-21-0) → (R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid (1400991-73-2)

Guidance literature:

C₂₂H₂₄N₂O₅; With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 1h;

With hydrogenchloride; In water; pH=2;

DOI:10.1016/j.tet.2012.08.023

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → (R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid (1400991-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide / dichloromethane / 19 h / 0 - 20 °C

2.1: sodium hydroxide / 1,4-dioxane; water / 1 h / 20 °C

2.2: pH 2

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; sodium hydroxide; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/j.tet.2012.08.023

Reference yield:

(R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid (1400991-73-2) → C21H21N5O4

Guidance literature:

(R)-2-[(S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido]-2-phenylacetic acid; With 4-methyl-morpholine; chloroformic acid ethyl ester; In tetrahydrofuran; at -15 - -10 ℃; for 0.25h;

With sodium azide; In tetrahydrofuran; water; at -5 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2012.08.023

upstream raw materials:

N-Benzyloxycarbonyl-L-proline

C₂₂H₂₄N₂O₅

Downstream raw materials:

(S)-N-{(S)-1-[3-(3,5-bis(trifluoromethyl)phenyl)ureido](phenyl)methyl}pyrrolidine-2-carboxamide