(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl ester

Base Information

Chemical Name:(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl ester
CAS No.:746652-58-4
Molecular Formula:C₁₈H₁₇F₃O₄
Molecular Weight:354.326
Hs Code.:

Synonyms:(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl ester

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Chemical Property of (2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl ester

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Technology Process of (2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl ester

There total 3 articles about (2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl 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: 97.0%

: 1863-63-4,21292-26-2,28271-83-2,143502-10-7
ammonium benzoate

: 610272-59-8
(3R,4S)-3-benzyloxymethyl-4-trifluoromethyl-2,2-dioxo-1,3,2-dioxathiolane

: 746652-58-4
(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl ester

Guidance literature:: ammonium benzoate; (3R,4S)-3-benzyloxymethyl-4-trifluoromethyl-2,2-dioxo-1,3,2-dioxathiolane; In N,N-dimethyl-formamide; at 80 ℃; for 4h;

With sulfuric acid; In tetrahydrofuran; water; at 20 ℃;
DOI:10.1021/jo0497611

Reference yield:

: 610272-47-4
(E)-(((4,4,4-trifluorobut-2-en-1-yl)oxy)methyl)benzene

: 746652-58-4
(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / (DHQ)PHAL; OsO₄; K₂CO₃ / K₃Fe(CN)6; MeSO₂NH₄ / 2-methyl-propan-2-ol; H₂O / 48 h / 20 °C

2.1: SOCl₂; Et₃N

2.2: NaIO₄; RuCl₃

3.1: dimethylformamide / 4 h / 80 °C

3.2: 97 percent / H₂SO₄ / tetrahydrofuran; H₂O / 20 °C

With osmium(VIII) oxide; thionyl chloride; potassium carbonate; 4-[(R)-[(2R,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]-1-[(R)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]phthalazine; triethylamine; MeSO₂NH₄; potassium hexacyanoferrate(III); In water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo0497611

Reference yield:

: 610272-58-7
(2R,3S)-1-benzyloxy-4,4,4-trifluoro-2,3-butanediol

: 746652-58-4
(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-hydroxypropyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: SOCl₂; Et₃N

1.2: NaIO₄; RuCl₃

2.1: dimethylformamide / 4 h / 80 °C

2.2: 97 percent / H₂SO₄ / tetrahydrofuran; H₂O / 20 °C

With thionyl chloride; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/jo0497611