(S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid

Base Information

• Chemical Name: (S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid
• CAS No.: 107504-50-7
• Molecular Formula: C₁₈H₂₅F₃NO₆P
• Molecular Weight: 439.369

Synonyms:(S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid

Chemical Property of (S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of (S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid

There total 7 articles about (S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic 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:

(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-6-(2,2,2-trifluoro-acetylamino)-hexanoic acid benzyl ester (107492-19-3) → (S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid (107504-50-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 2h; under 1551.4 Torr; Yield given;

DOI:10.1021/jm00167a028

Reference yield:

(S)-6-Amino-2-hydroxyhexanoic acid (42491-84-9) → (S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid (107504-50-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) bis(trimethylsilyl)trifluoroacetamide / 1.) acetonitrile, room temp., 2 h

2: potassium carbonate / dimethylformamide / 5 h / Ambient temperature

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

4: NaIO₄ / dioxane; H₂O / 18 h / Ambient temperature

5: H₂ / 10percent Pd/C / methanol; H₂O / 2 h / 1551.4 Torr

With dmap; sodium periodate; bis(trimethylsilyl)trifluoroacetamide; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00167a028

Reference yield:

(4-phenylbutyl)phosphinic acid (86552-32-1) → (S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid (107504-50-7)

Guidance literature:

Multi-step reaction with 3 steps

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

2: NaIO₄ / dioxane; H₂O / 18 h / Ambient temperature

3: H₂ / 10percent Pd/C / methanol; H₂O / 2 h / 1551.4 Torr

With dmap; sodium periodate; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water;

DOI:10.1021/jm00167a028

upstream raw materials:

(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-6-(2,2,2-trifluoro-acetylamino)-hexanoic acid benzyl ester

(S)-6-Amino-2-hydroxyhexanoic acid

(4-phenylbutyl)phosphinic acid

(S)-2-hydroxy-6<(trifluoroacetyl)amino>hexanoic acid

Downstream raw materials:

N-{4-[(S)-2,5-Dioxo-2-(4-phenyl-butyl)-2λ⁵-[1,3,2]dioxaphospholan-4-yl]-butyl}-2,2,2-trifluoro-acetamide

(2S,4S)-1-[(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-6-(2,2,2-trifluoro-acetylamino)-hexanoyl]-4-methylsulfanyl-pyrrolidine-2-carboxylic acid methyl ester

(2S,4R)-1-[(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-6-(2,2,2-trifluoro-acetylamino)-hexanoyl]-4-methylsulfanyl-pyrrolidine-2-carboxylic acid methyl ester

Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-phenylsulfanyl-pyrrolidine-2-carboxylate

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