(2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester

Base Information

Chemical Name:(2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester
CAS No.:746652-69-7
Molecular Formula:C₁₈H₁₆F₃N₃O₃
Molecular Weight:379.339
Hs Code.:

Synonyms:(2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester

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Chemical Property of (2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester

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Technology Process of (2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester

There total 6 articles about (2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl 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: 96.0%

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

: 746652-69-7
(2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 40 ℃; for 6h;
DOI:10.1021/jo0497611

Reference yield:

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

: 746652-69-7
(2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester

Guidance literature:: Multi-step reaction with 5 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

5.1: 96 percent / NaN₃ / dimethylsulfoxide / 6 h / 40 °C

With pyridine; osmium(VIII) oxide; thionyl chloride; sodium azide; 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; dimethyl sulfoxide; 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

: 746652-69-7
(2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester

Guidance literature:: Multi-step reaction with 3 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

3.1: 96 percent / NaN₃ / dimethylsulfoxide / 6 h / 40 °C

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