(+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl ester

Base Information

Chemical Name:(+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl ester
CAS No.:255379-13-6
Molecular Formula:C₂₂H₂₄F₃NO₆
Molecular Weight:455.431
Hs Code.:

Synonyms:(+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl ester

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Chemical Property of (+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl ester

Chemical Property:

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Technology Process of (+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl ester

There total 3 articles about (+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl 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:

: 13081-18-0
ethyl-3,3,3-trifluoropyruvate

: 255379-13-6
(+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 0.17 h / 20 - 50 °C

2: TiCl₄; DIPEA / CH₂Cl₂ / 3 h / -30 - 0 °C

3: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / -20 °C

With sodium tetrahydroborate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; 1: Wittig reaction / 2: Mannich-type reaction / 3: Reduction;
DOI:10.1021/jo9909397

Reference yield:

: 81357-08-6
benzyl (triphenyl-λ⁵-phosphanilidene)carbamate

: 255379-13-6
(+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 0.17 h / 20 - 50 °C

2: TiCl₄; DIPEA / CH₂Cl₂ / 3 h / -30 - 0 °C

3: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / -20 °C

With sodium tetrahydroborate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; 1: Wittig reaction / 2: Mannich-type reaction / 3: Reduction;
DOI:10.1021/jo9909397

Reference yield:

: 255379-07-8
ethyl (2E)-2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate

: 255379-13-6
(+)-(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-4-hydroxy-2-trifluoromethylbutyric ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: TiCl₄; DIPEA / CH₂Cl₂ / 3 h / -30 - 0 °C

2: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / -20 °C

With sodium tetrahydroborate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; 1: Mannich-type reaction / 2: Reduction;
DOI:10.1021/jo9909397