(R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl ester

Base Information

• Chemical Name: (R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl ester
• CAS No.: 344442-02-0
• Molecular Formula: C₃₇H₄₀NO₆P
• Molecular Weight: 625.701

Synonyms:(R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl ester

Chemical Property of (R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl ester

Chemical Property:

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Technology Process of (R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl ester

There total 2 articles about (R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl 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:

(R,S)-(1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)phosphinic acid (146406-31-7) → (R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl ester (344442-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diisopropylethylamine / CH₂Cl₂ / 3 h / 20 °C

2: CH₂Cl₂ / 24 h / 20 °C

With N-ethyl-N,N-diisopropylamine; In dichloromethane; 2: Michael addition;

DOI:10.1016/S0040-4020(01)00221-6

Reference yield:

benzyl 4-methyl-2-methylenepentanoate (118053-31-9) + C15H11O2NHCHCH2C6H5POO(Si(CH3)3)2 → (R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl ester (344442-02-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(01)00221-6

Reference yield: 97.0%

1-adamantyl bromide + (R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-hydroxyphosphinyl) propanoic acid, benzyl ester (344442-02-0) → (R,R,S,S)-2-isobutyl-3-((1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)-adamantyloxyphosphinyl) propanoic acid, benzyl ester

Guidance literature:

With silver(l) oxide; In chloroform; for 2h; Heating;

DOI:10.1016/S0040-4020(01)00221-6

upstream raw materials:

benzyl 4-methyl-2-methylenepentanoate

(R,S)-(1-(N-(9-fluorenylmethoxycarbonyl)amino)-2-phenylethyl)phosphinic acid

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