[(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester

Base Information

• Chemical Name: [(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester
• CAS No.: 289485-94-5
• Molecular Formula: C₁₄H₂₀NO₆PS
• Molecular Weight: 361.356
• Mol file: 289485-94-5.mol

Synonyms:[(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester

Chemical Property of [(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester

There total 5 articles about [(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic 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: 23.0%

C11H15ClNO4P (107072-65-1) + Methyl thioglycolate (2365-48-2) → [(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester (289485-94-5)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃; for 240h;

DOI:10.1016/S0960-894X(00)00186-4

Reference yield:

O-benzyl carbamate (621-84-1) → [(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester (289485-94-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / AcOH / 3 h / 20 - 85 °C

2: 72 percent / MeONa; NaOH / 2 h / 20 °C

3: 86 percent / NaOH; aq. HCl / methanol / 12 h / 20 °C

4: SOCl₂ / CH₂Cl₂ / 4 h / 20 °C

5: 23 percent / Et₃N / CHCl₃ / 240 h / 20 °C

With hydrogenchloride; sodium hydroxide; thionyl chloride; sodium methylate; acetic acid; triethylamine; In methanol; dichloromethane; chloroform; 1: Condensation / 2: transesterification / 3: Hydrolysis / 4: Chlorination / 5: coupling;

DOI:10.1016/S0960-894X(00)00186-4

Reference yield:

N-benzyloxycarbonyl-1-aminoethanephosphonic acid methyl monoester (61989-17-1) → [(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester (289485-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / CH₂Cl₂ / 4 h / 20 °C

2: 23 percent / Et₃N / CHCl₃ / 240 h / 20 °C

With thionyl chloride; triethylamine; In dichloromethane; chloroform; 1: Chlorination / 2: coupling;

DOI:10.1016/S0960-894X(00)00186-4

upstream raw materials:

C₁₁H₁₅ClNO₄P

Methyl thioglycolate

O-benzyl carbamate

N-benzyloxycarbonyl-1-aminoethanephosphonic acid methyl monoester

Downstream raw materials:

[(1-benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoylsulfanyl]-acetic acid