(2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester
• CAS No.: 129574-86-3
• Molecular Formula: C₂₃H₃₃Cl₃N₂O₇
• Molecular Weight: 555.883
• Mol file: 129574-86-3.mol

Synonyms:(2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester

Chemical Property of (2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester

There total 1 articles about (2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester 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:

N-Benzyloxy-D-Alanin (54837-17-1) + (2S,3S)-3-Hydroxy-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester (129574-87-4) → (2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester (129574-86-3)

Guidance literature:

With 1,1'-carbonyldiimidazole; Yield given. Multistep reaction; 1. CH₂Cl₂;

DOI:10.1016/S0040-4039(00)88774-2

Reference yield: 77.0%

(R)-2-(2-Allyloxycarbonylamino-acetyl)-4-chlorocarbonyl-tetrahydro-pyridazine-1-carboxylic acid benzyl ester + (2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester (129574-86-3) → (R)-2-(2-Allyloxycarbonylamino-acetyl)-4-[benzyloxy-((R)-1-{(S)-1-[(S)-tert-butoxycarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propoxycarbonyl}-ethyl)-carbamoyl]-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

Guidance literature:

With silver cyanide; In toluene;

DOI:10.1016/S0040-4039(00)88774-2

Reference yield:

(2S,3S)-3-((R)-2-Benzyloxyamino-propionyloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester (129574-86-3) → C64H75Cl3N8O18

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / AgCN / toluene

2: TFA

3: (COCl)2

4: 10percent NaHCO₃ / CH₂Cl₂

With silver cyanide; oxalyl dichloride; sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)88774-2

upstream raw materials:

N-Benzyloxy-D-Alanin

(2S,3S)-3-Hydroxy-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid tert-butyl ester