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

Base Information

Chemical Name:[(1-benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoylsulfanyl]-acetic acid
CAS No.:289485-95-6
Molecular Formula:C₁₂H₁₆NO₆PS
Molecular Weight:333.302
Hs Code.:

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

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

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

There total 6 articles about [(1-benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoylsulfanyl]-acetic 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: 60.0%

: 289485-94-5
[(1-benzyloxycarbonylamino-ethyl)-methoxy-phosphinoylsulfanyl]-acetic acid methyl ester

: 289485-95-6
[(1-benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoylsulfanyl]-acetic acid

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; triethylamine carbonate; lithium n-propylmercaptide; In methanol; chloroform; at 20 ℃; for 2h;
DOI:10.1016/S0960-894X(00)00186-4

Reference yield:

: 621-84-1
O-benzyl carbamate

: 289485-95-6
[(1-benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoylsulfanyl]-acetic acid

Guidance literature:: Multi-step reaction with 6 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

6: 60 percent / HMPA; nPrSLi; triethylammonium bicarbonate / CHCl₃; methanol / 2 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; thionyl chloride; sodium methylate; triethylamine carbonate; lithium n-propylmercaptide; acetic acid; triethylamine; In methanol; dichloromethane; chloroform; 1: Condensation / 2: transesterification / 3: Hydrolysis / 4: Chlorination / 5: coupling / 6: Hydrolysis;
DOI:10.1016/S0960-894X(00)00186-4

Reference yield:

: 61989-17-1
N-benzyloxycarbonyl-1-aminoethanephosphonic acid methyl monoester

: 289485-95-6
[(1-benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoylsulfanyl]-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂ / CH₂Cl₂ / 4 h / 20 °C

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

3: 60 percent / HMPA; nPrSLi; triethylammonium bicarbonate / CHCl₃; methanol / 2 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; thionyl chloride; triethylamine carbonate; lithium n-propylmercaptide; triethylamine; In methanol; dichloromethane; chloroform; 1: Chlorination / 2: coupling / 3: Hydrolysis;
DOI:10.1016/S0960-894X(00)00186-4