N²-benzyloxycarbonyl-N³-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic acid

Base Information

• Chemical Name: N²-benzyloxycarbonyl-N³-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic acid
• CAS No.: 81659-77-0
• Molecular Formula: C₂₀H₂₂N₂O₇
• Molecular Weight: 402.404
• Mol file: 81659-77-0.mol

Synonyms:N²-benzyloxycarbonyl-N³-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic acid

Chemical Property of N²-benzyloxycarbonyl-N³-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N²-benzyloxycarbonyl-N³-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic acid

There total 3 articles about N²-benzyloxycarbonyl-N³-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic 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: 95.0%

(S)-3-benzyloxycarbonyl-4-(p-methoxybenzyloxycarbonylaminomethyl)-5-oxazolidinone (81659-75-8) → N2-benzyloxycarbonyl-N3-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic acid (81659-77-0)

Guidance literature:

With sodium hydroxide; In water; acetone; at 0 - 5 ℃; for 2h;

DOI:10.1246/bcsj.55.633

Reference yield:

(4S)-3-benzyloxycarbonyl-4-carboxymethyl-1,3-oxazolidin-5-one (23632-66-8) → N2-benzyloxycarbonyl-N3-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic acid (81659-77-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diphenyl diphosphorazidate, Et₃N / benzene / 15 h

2: benzene / 3 h / Heating

3: 95 percent / NaOH / acetone; H₂O / 2 h / 0 - 5 °C

With sodium hydroxide; diphenyl diphosphorazidate; triethylamine; In water; acetone; benzene;

DOI:10.1246/bcsj.55.633

Reference yield:

benzyl (S)-4-(2-azido-2-oxoethyl)-5-oxooxazolidine-3-carboxylate → N2-benzyloxycarbonyl-N3-(p-methoxybenzyloxycarbonyl)-L-2,3-diaminopropanoic acid (81659-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / 3 h / Heating

2: 95 percent / NaOH / acetone; H₂O / 2 h / 0 - 5 °C

With sodium hydroxide; In water; acetone; benzene;

DOI:10.1246/bcsj.55.633

upstream raw materials:

(S)-3-benzyloxycarbonyl-4-(p-methoxybenzyloxycarbonylaminomethyl)-5-oxazolidinone

(4S)-3-benzyloxycarbonyl-4-carboxymethyl-1,3-oxazolidin-5-one

Downstream raw materials:

(S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid

Refernces