benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate

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Chemical Name:benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate
CAS No.:380231-99-2
Molecular Formula:C₁₈H₁₈F₃NO₅
Molecular Weight:385.34
Hs Code.:

Synonyms:benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate

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Chemical Property of benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate

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Technology Process of benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate

There total 4 articles about benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate 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: 99.0%

: 546-67-8
lead(IV) tetraacetate

: 205492-40-6
benzyl (S)-4-(1-hydroxy-2,2,2-trifluoroethyl)-3,5-dimethylpyrrole-2-carboxylate

: 380231-99-2
benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate

Guidance literature:: In acetic acid; at 65 ℃; for 4h;
DOI:10.1016/S0040-4020(01)00780-3

Reference yield:

: 40236-19-9
benzyl 3,5-dimethylpyrrole-2-carboxylate

: 380231-99-2
benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / ZnCl₂

2: 98 percent / Dess-Martin reagent / CH₂Cl₂ / 30 h / 20 °C

3: 95 percent / catecholborane; (R)-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine / tetrahydrofuran / 37 h / -30 °C

4: 99 percent / acetic acid / 4 h / 65 °C

With Dess-Martin periodane; zinc(II) chloride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; acetic acid;
DOI:10.1016/S0040-4020(01)00780-3

Reference yield:

: 184775-08-4
benzyl 4-(1-hydroxy-2,2,2-trifluoroethyl)-3,5-dimethylpyrrole-2-carboxylate

: 380231-99-2
benzyl 5-acetoxymethyl-3-methyl-4-((S)-2,2,2-trifluoro-1-hydroxyethyl)pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / Dess-Martin reagent / CH₂Cl₂ / 30 h / 20 °C

2: 95 percent / catecholborane; (R)-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine / tetrahydrofuran / 37 h / -30 °C

3: 99 percent / acetic acid / 4 h / 65 °C

With Dess-Martin periodane; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; acetic acid;
DOI:10.1016/S0040-4020(01)00780-3