(R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl ester

Base Information

• Chemical Name: (R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl ester
• CAS No.: 206268-50-0
• Molecular Formula: C₁₈H₂₆N₂O₆
• Molecular Weight: 366.414
• Mol file: 206268-50-0.mol

Synonyms:(R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl ester

Chemical Property of (R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl ester

There total 6 articles about (R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl 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: 93.0%

dimethyl sulfate (77-78-1) + (2R)-4-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]butanoic acid → (R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl ester (206268-50-0)

Guidance literature:

With potassium carbonate; In acetone; at 55 ℃;

DOI:10.1021/acs.joc.0c01853

Reference yield:

(α)N-1,1-dimethylethoxycarbonyl-L-2,4-diaminobutyric acid (25691-37-6,80445-78-9) → (R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl ester (206268-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / water; acetone / 0.17 h / 0 °C

1.2: 20 °C

2.1: potassium carbonate / acetone / 55 °C

With sodium hydrogencarbonate; potassium carbonate; In water; acetone;

DOI:10.1021/acs.joc.0c01853

Reference yield:

Boc-Glu(OBzl)-OH (13574-13-5) → (R)-4-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid methyl ester (206268-50-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / IBCF, Et₃N

2: 100 percent / H₂, Pd(OH)2 / ethanol

3: 51 percent / diphenylphosphorylazide, triethylamine

With palladium dihydroxide; diphenylphosphoranyl azide; hydrogen; triethylamine; isobutyl chloroformate; In ethanol;

DOI:10.1016/S0040-4039(98)00060-4

upstream raw materials:

Boc-Glu(OBzl)-OH

N^α-tert-butyloxycarbonyl-γ-benzyloxycarbonyl-L-glutamic acid methyl ester

di-tert-butyl dicarbonate

(2R)-5-amino-2-(tert-butoxycarbonylamino)-5-oxo-pentanoic acid