(S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid

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Chemical Name:(S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid
CAS No.:306314-18-1
Molecular Formula:C₁₆H₁₉F₃N₂O₆
Molecular Weight:392.332
Hs Code.:

Synonyms:(S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid

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Chemical Property of (S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid

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Technology Process of (S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid

There total 2 articles about (S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-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: 68.0%

: 306314-17-0
(S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid methyl ester

: 306314-18-1
(S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid

Guidance literature:: With lithium hydroxide; water; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)01244-2

Reference yield:

: 306314-14-7
4-(N-carbobenzoxy)amino-3-hydroxy-5,5,5-trifluoropentanoic acid

: 306314-18-1
(S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / sym-collidine; 1-hydroxy-7-azabenzotriazole; N,N,N',N'-(Me)4-O-(7-azabenzo-triazol-1-yl)uronium*PF₆^(1-) / dimethylformamide / 2 h / 20 °C

2: 68 percent / LiOH / H₂O; tetrahydrofuran / 0.5 h / 20 °C

With 2,4,6-trimethyl-pyridine; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; HATU; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00543-9

Reference yield: 74.0%

: 306314-16-9
(3S,4R)-4-Amino-5,5,5-trifluoro-3-hydroxy-pentanoic acid methyl ester

: 306314-18-1
(S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionic acid

: 306314-19-2
(3S,4R)-4-[(S)-2-((3S,4R)-4-Benzyloxycarbonylamino-5,5,5-trifluoro-3-hydroxy-pentanoylamino)-propionylamino]-5,5,5-trifluoro-3-hydroxy-pentanoic acid methyl ester

Guidance literature:: With 2,4,6-trimethyl-pyridine; 1-hydroxy-7-aza-benzotriazole; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; for 0.416667h;
DOI:10.1016/S0040-4039(00)01244-2