[(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]phosphinic acid

Base Information

• Chemical Name: [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]phosphinic acid
• CAS No.: 1245939-22-3
• Molecular Formula: C₂₁H₂₅N₂O₁₀P
• Molecular Weight: 496.411
• Mol file: 1245939-22-3.mol

Synonyms:

Chemical Property of [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]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][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]phosphinic acid

There total 3 articles about [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]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:

(S)-2-benzyloxycarbonylamino-4-hydroxyphosphinoyl-butyric acid methyl ester (864682-69-9) + 4-hydroxy-5-methoxy-3-nitrobenzyl bromide → [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]phosphinic acid (1245939-22-3)

Guidance literature:

With [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-methoxycarbonylphenyl)hydroxymethyl]phosphinic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b01438

Reference yield:

N-benzyloxycarbonyl-L-α-vinylglycine methyl ester (75266-40-9) → [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]phosphinic acid (1245939-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hypophosphorous acid

2: [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-methoxycarbonylphenyl)hydroxymethyl]phosphinic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

With [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-methoxycarbonylphenyl)hydroxymethyl]phosphinic acid; hypophosphorous acid; In dichloromethane;

DOI:10.1021/acs.jmedchem.7b01438

Reference yield:

4-hydroxy-5-methoxy-3-nitrobenzyl alcohol (37987-22-7) → [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]phosphinic acid (1245939-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere

2: [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-methoxycarbonylphenyl)hydroxymethyl]phosphinic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

With [(3S)-3-(N-benzyloxycarbonyl)amino-3-methoxycarbonylpropyl][(3-methoxycarbonylphenyl)hydroxymethyl]phosphinic acid; phosphorus tribromide; In dichloromethane;

DOI:10.1021/acs.jmedchem.7b01438

upstream raw materials:

(S)-2-benzyloxycarbonylamino-4-hydroxyphosphinoyl-butyric acid methyl ester

N-benzyloxycarbonyl-L-α-vinylglycine methyl ester

4-hydroxy-5-methoxy-3-nitrobenzyl alcohol

Downstream raw materials:

[(3S)-3-amino-3-carboxypropyl][(4-hydroxy-5-methoxy-3-nitrophenyl)methyl]phosphinic acid