[(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic acid

Base Information

• Chemical Name: [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic acid
• CAS No.: 936234-57-0
• Molecular Formula: C₂₀H₂₃N₂O₉P
• Molecular Weight: 466.384
• Mol file: 936234-57-0.mol

Synonyms:[(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic acid

Chemical Property of [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic acid

There total 2 articles about [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic 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:

N-benzyloxycarbonyl-L-α-vinylglycine methyl ester (75266-40-9) → [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic acid (936234-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hypophosphorous acid; 2,2'-azobis(isobutyronitrile) / methanol / 5 h / 80 °C

2: 2,2'-azobis(isobutyronitrile); N,O-bis-(trimethylsilyl)-acetamide / dichloromethane / 12 h / 0 - 25 °C

With N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); hypophosphorous acid; In methanol; dichloromethane;

DOI:10.1039/c4ob01960a

Reference yield:

→ [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic acid (936234-57-0)

Guidance literature:

Reference yield: 42.0%

[(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-nitrophenyl)hydroxymethyl]phosphinic acid (936234-57-0) → (2S)-2-amino-4-(hydroxy(hydroxy(3-nitrophenyl)methyl)phosphoryl)butanoic acid (936234-58-1)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 5h;

upstream raw materials:

N-benzyloxycarbonyl-L-α-vinylglycine methyl ester

Downstream raw materials:

(2S)-2-amino-4-(hydroxy(hydroxy(3-nitrophenyl)methyl)phosphoryl)butanoic acid