(2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine

Base Information

• Chemical Name: (2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine
• CAS No.: 1427174-10-4
• Molecular Formula: C₁₉H₃₀N₆O₅
• Molecular Weight: 422.484
• Mol file: 1427174-10-4.mol

Synonyms:(2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine

Chemical Property of (2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine

There total 3 articles about (2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine 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: 48.0%

L-arginine amide (2788-83-2,203308-91-2) + N-Cbz-(2R,3S,4S)-3,4-dihydroxypyrrolidine-2-carbaldehyde → (2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine (1427174-10-4)

Guidance literature:

With acetic acid; In methanol; at 20 ℃; for 2h;

DOI:10.1039/c3ob27343a

Reference yield:

N-benzyloxycarbonylglycinal (67561-03-9) → (2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine (1427174-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: L-rhamnulose-1-phosphate aldolase from E_. coli / N,N-dimethyl-formamide / 24 h / 25 °C / pH 7 / Enzymatic reaction

1.2: 2585.81 Torr

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3.5 h / 40 °C

3.1: acetic acid / methanol / 2 h / 20 °C

With L-rhamnulose-1-phosphate aldolase from E_. coli; acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c3ob27343a

Reference yield:

(2S,3S,4S)-N-benzyloxycarbonyl-2-(hydroxymethyl)pyrrolidine-3,4-diol → (2S,3S,4S)-N-benzyloxycarbonyl-2-(((S)-arginineamidyl)methyl)-3,4-dihydroxypyrrolidine (1427174-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3.5 h / 40 °C

2: acetic acid / methanol / 2 h / 20 °C

With acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; ethyl acetate;

DOI:10.1039/c3ob27343a

upstream raw materials:

L-arginine amide

N-benzyloxycarbonylglycinal