(S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid

Base Information

• Chemical Name: (S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid
• CAS No.: 875668-29-4
• Molecular Formula: C₂₁H₃₀NO₁₀P
• Molecular Weight: 487.444
• Mol file: 875668-29-4.mol

Synonyms:(S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid

Chemical Property of (S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid

There total 9 articles about (S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic 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) + dimethyl 2-methylenepentanedioate (5621-44-3) → (S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid (875668-29-4)

Guidance literature:

With benzenesulfonamide; In dichloromethane; at 20 ℃;

DOI:10.1021/jm050871p

Reference yield:

dimethyl 2-methylenepentanedioate (5621-44-3) → (S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid (875668-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 20 h / 20 °C

2: HCl / CH₂Cl₂

With hydrogenchloride; In dichloromethane;

DOI:10.1021/jo0507439

Reference yield:

N-benzyloxycarbonyl-L-α-vinylglycine methyl ester (75266-40-9) → (S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid (875668-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium hypophosphite; Et₃B; air / methanol; hexane / 2 h / 20 °C

2: BSA / CH₂Cl₂ / 20 °C

With benzenesulfonamide; ammonium hypophosphite; air; triethyl borane; In methanol; hexane; dichloromethane; 2: Michael addition;

DOI:10.1021/jm050871p

upstream raw materials:

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

dimethyl 2-methylenepentanedioate

N-benzyloxycarbonyl-L-α-vinylglycine methyl ester

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

Downstream raw materials:

(S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid dimethyl ester