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

Base Information

Chemical Name:(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-trifluoromethanesulfonylpropyl ester
CAS No.:746652-68-6
Molecular Formula:C₁₉H₁₆F₆O₆S
Molecular Weight:486.389
Hs Code.:

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

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

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

There total 5 articles about (2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-trifluoromethanesulfonylpropyl 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: 88.0%

: 358-23-6
trifluoromethylsulfonic anhydride

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

: 746652-68-6
(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-trifluoromethanesulfonylpropyl ester

Guidance literature:: With pyridine; at -40 ℃; for 1h;
DOI:10.1021/jo0497611

Reference yield:

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

: 746652-68-6
(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-trifluoromethanesulfonylpropyl ester

Guidance literature:: Multi-step reaction with 4 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

4.1: 88 percent / pyridine / 1 h / -40 °C

With pyridine; 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:

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

: 746652-68-6
(2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-trifluoromethanesulfonylpropyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: dimethylformamide / 4 h / 80 °C

1.2: 97 percent / H₂SO₄ / tetrahydrofuran; H₂O / 20 °C

2.1: 88 percent / pyridine / 1 h / -40 °C

With pyridine; In N,N-dimethyl-formamide;
DOI:10.1021/jo0497611