(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-ethyl ester

Base Information

Chemical Name:(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-ethyl ester
CAS No.:255379-11-4
Molecular Formula:C₂₂H₂₂F₃NO₇
Molecular Weight:469.414
Hs Code.:

Synonyms:(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-ethyl ester

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Chemical Property of (2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-ethyl ester

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Technology Process of (2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-ethyl ester

There total 4 articles about (2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-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: 76.0%

: 255379-08-9
(2R,3S)-4-[(4S)-4-benzyl-2-oxooxazolidine-3-yl]-3-benzyloxy-2-benzyloxycarbonylamino-4-oxo-2-trifluoromethylbutyric acid ethyl ester

: 255379-11-4
(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-ethyl ester

Guidance literature:: With lithium hydroxide; water; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 1.5h;
DOI:10.1021/jo9909397

Reference yield:

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

: 255379-11-4
(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-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: 76 percent / H₂O₂; LiOH; H₂O / tetrahydrofuran / 1.5 h / 0 °C

With lithium hydroxide; water; dihydrogen peroxide; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Wittig reaction / 2: Mannich-type reaction / 3: Hydrolysis;
DOI:10.1021/jo9909397

Reference yield:

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

: 255379-11-4
(2R,3S)-3-benzyloxy-2-benzyloxycarbonylamino-2-trifluoromethylsuccinic acid 1-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: 76 percent / H₂O₂; LiOH; H₂O / tetrahydrofuran / 1.5 h / 0 °C

With lithium hydroxide; water; dihydrogen peroxide; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Wittig reaction / 2: Mannich-type reaction / 3: Hydrolysis;
DOI:10.1021/jo9909397