(S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid
CAS No.:313342-60-8
Molecular Formula:C₁₉H₂₂NO₆P
Molecular Weight:391.361
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid

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Chemical Property of (S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid

There total 7 articles about (S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-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:

: 21209-51-8
N-benzyloxycarbonyl-L-serine benzyl ester

: 313342-60-8
(S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 64 percent / PPh₃; imidazole; iodine / acetonitrile; diethyl ether / 0.75 h / 0 °C

2.1: Zn; TMSCl / various solvent(s)

2.2: 77 percent / (2-furyl)3P; Pd₂dba3 / N,N-dimethyl-acetamide; tetrahydrofuran / 60 °C

3.1: 73 percent / TMSCl / CH₂Cl₂; ethanol / 20 °C

4.1: NaH; MeI / tetrahydrofuran / -10 - 20 °C

4.2: 68 percent / TMSCl; iPr₂EtN / CH₂Cl₂

5.1: aq. LiOH / ethanol / 20 °C

With 1H-imidazole; lithium hydroxide; chloro-trimethyl-silane; iodine; sodium hydride; triphenylphosphine; zinc; methyl iodide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetonitrile; 1.1: Iodination / 2.1: Metallation / 2.2: Arylation / 3.1: dealkylation / 4.1: Metallation / 4.2: Methylation / 5.1: Hydrolysis;
DOI:10.1016/S0960-894X(00)00476-5

Reference yield:

: 313342-56-2
(S)-2-Benzyloxycarbonylamino-3-[4-(ethoxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid benzyl ester

: 313342-60-8
(S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid

Guidance literature:: With lithium hydroxide; In ethanol; at 20 ℃;
DOI:10.1016/S0960-894X(00)00476-5

Reference yield:

: 16004-15-2
1-bromomethyl-4-iodobenzene

: 313342-60-8
(S)-2-Benzyloxycarbonylamino-3-[4-(hydroxy-methyl-phosphinoylmethyl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / NaH / tetrahydrofuran / -10 - 20 °C

2.1: Zn; TMSCl / various solvent(s)

2.2: 77 percent / (2-furyl)3P; Pd₂dba3 / N,N-dimethyl-acetamide; tetrahydrofuran / 60 °C

3.1: 73 percent / TMSCl / CH₂Cl₂; ethanol / 20 °C

4.1: NaH; MeI / tetrahydrofuran / -10 - 20 °C

4.2: 68 percent / TMSCl; iPr₂EtN / CH₂Cl₂

5.1: aq. LiOH / ethanol / 20 °C

With lithium hydroxide; chloro-trimethyl-silane; sodium hydride; zinc; methyl iodide; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Alkylation / 2.1: Metallation / 2.2: Arylation / 3.1: dealkylation / 4.1: Metallation / 4.2: Methylation / 5.1: Hydrolysis;
DOI:10.1016/S0960-894X(00)00476-5