methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate

Base Information

• Chemical Name: methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate
• CAS No.: 706785-46-8
• Molecular Formula: C₂₁H₂₈N₂O₈
• Molecular Weight: 436.462
• Mol file: 706785-46-8.mol

Synonyms:methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate

Chemical Property of methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate

There total 3 articles about methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate 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: 74.0%

2-Diazo-3-oxo-butyric acid methyl ester (24762-04-7) + N-t-butyloxycarbonyl-L-aspartic acid β-benzyl ester α-amide (87421-27-0) → methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate (706785-46-8)

Guidance literature:

With rhodium (II) octanoate dimer; In dichloromethane; Heating;

DOI:10.1039/b401580k

Reference yield:

BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) → methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate (706785-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; ethyl chloroformate / tetrahydrofuran / 0.5 h / 0 °C

1.2: 96 percent / aq. NH₃ / tetrahydrofuran / 1 h / 0 °C

2.1: 74 percent / dirhodium tetraoctanoate / CH₂Cl₂ / 9 h / Heating

With rhodium (II) octanoate dimer; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja0547937

Reference yield:

(S)-3-tert-Butoxycarbonylamino-4-ethoxycarbonyloxy-4-oxo-butyric acid benzyl ester → methyl 2-(3-benzyloxycarbonyl-2-tert-butoxycarbonylaminopropanoyl)amino-3-oxobutanoate (706785-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NH₃ / tetrahydrofuran

2: 74 percent / Rh₂(octanoate)4 / CH₂Cl₂ / Heating

With ammonium hydroxide; rhodium (II) octanoate dimer; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b401580k

upstream raw materials:

2-Diazo-3-oxo-butyric acid methyl ester

N-t-butyloxycarbonyl-L-aspartic acid β-benzyl ester α-amide

BOC-L-aspartic acid 4-benzyl ester

Downstream raw materials:

(S)-2-(2-benzyloxycarbonyl-1-tert-butoxycarbonylaminoethyl)-5-methylthiazole-4-carboxylic acid methyl ester

amythiamicin D