(2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid

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Chemical Name:(2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid
CAS No.:126187-65-3
Molecular Formula:C₂₇H₄₃N₂O₆P
Molecular Weight:522.622
Hs Code.:

Synonyms:(2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid

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Chemical Property of (2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid

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Technology Process of (2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid

There total 6 articles about (2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic 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: 80.0%

: 126110-68-7,126187-78-8
(2S,4R)-1-{(S)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid benzyl ester

: 126187-65-3
(2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; for 2h;
DOI:10.1021/jm00167a028

Reference yield:

: 86552-32-1
(4-phenylbutyl)phosphinic acid

: 126187-65-3
(2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 16 h / Ambient temperature

3: 80 percent / H₂ / 20percent Pd(OH)2/C / methanol / 2 h

With dmap; sodium periodate; hydrogen; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1021/jm00167a028

Reference yield:

: 59221-35-1
(S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid

: 126187-65-3
(2S,4R)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-cyclohexyl-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / triethylamine, hydroxybenzotriazole, N,N'-dicylohexylcarbodiimide / tetrahydrofuran / 2 h / Ambient temperature

2: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

3: NaIO₄ / dioxane; H₂O / 16 h / Ambient temperature

4: 80 percent / H₂ / 20percent Pd(OH)2/C / methanol / 2 h

With dmap; sodium periodate; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1021/jm00167a028