(R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic acid

Base Information

Chemical Name:(R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic acid
CAS No.:289485-96-7
Molecular Formula:C₁₃H₁₈NO₇P
Molecular Weight:331.262
Hs Code.:

Synonyms:(R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic acid

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Chemical Property of (R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic acid

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Technology Process of (R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic acid

There total 6 articles about (R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic 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%

: 289492-02-0
(R)-2-[(1-Benzyloxycarbonylamino-ethyl)-methoxy-phosphinoyloxy]-propionic acid methyl ester

: 289485-96-7
(R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic acid

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; triethylamine carbonate; lithium n-propylmercaptide; In chloroform; at 20 ℃; for 3h;
DOI:10.1016/S0960-894X(00)00186-4

Reference yield:

: 621-84-1
O-benzyl carbamate

: 289485-96-7
(R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic 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: 53 percent / Et₃N; 1 N aq. HCl; aq. NaHCO₃ / CH₂Cl₂ / 120 h / 20 °C

6: 60 percent / HMPA; nPrSLi; triethylammonium bicarbonate / CHCl₃ / 3 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; thionyl chloride; sodium methylate; triethylamine carbonate; lithium n-propylmercaptide; sodium hydrogencarbonate; 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

: 289485-96-7
(R)-2-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyloxy]-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂ / CH₂Cl₂ / 4 h / 20 °C

2: 53 percent / Et₃N; 1 N aq. HCl; aq. NaHCO₃ / CH₂Cl₂ / 120 h / 20 °C

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

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