N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester
• CAS No.: 291778-49-9
• Molecular Formula: C₁₄H₁₈F₃NO₃
• Molecular Weight: 305.297
• Mol file: 291778-49-9.mol

Synonyms:N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester

Chemical Property of N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester

There total 4 articles about N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl 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: 87.0%

(4S,5S)-5-hydroxy-4-isopropyl-5-trifluoromethyl-1,3-oxazolidine-3-carboxylic acid benzyl ester → N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester (291778-49-9)

Guidance literature:

(4S,5S)-5-hydroxy-4-isopropyl-5-trifluoromethyl-1,3-oxazolidine-3-carboxylic acid benzyl ester; With sodium tetrahydroborate; zinc(II) chloride; In tert-butyl methyl ether; at 20 ℃; for 15h;

With methanol; water; potassium carbonate; for 1h; Product distribution / selectivity;

Reference yield: 48.0%

(4S)-4-isopropyl-5-oxo-1,3-oxazolidine-3-carboxylic acid benzyl ester (66866-64-6) + (trifluoromethyl)trimethylsilane (81290-20-2) → N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester (291778-49-9)

Guidance literature:

(4S)-4-isopropyl-5-oxo-1,3-oxazolidine-3-carboxylic acid benzyl ester; (trifluoromethyl)trimethylsilane; With cesium fluoride; In tetrahydrofuran; at 0 ℃; for 1.5h;

With ethanol; In tetrahydrofuran; at 20 ℃; for 0.5h;

With sodium tetrahydroborate; water; potassium carbonate; more than 3 stages; Product distribution / selectivity;

Reference yield:

C15H20F3NO4 → N-[(1S,2S)-3,3,3-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester (291778-49-9)

Guidance literature:

With water; potassium carbonate; In methanol; at 20 - 30 ℃; for 1h; Large scale reaction;

DOI:10.1016/j.tetasy.2010.06.038

upstream raw materials:

(4S)-4-isopropyl-5-oxo-1,3-oxazolidine-3-carboxylic acid benzyl ester

(trifluoromethyl)trimethylsilane

Refernces

• 1、 -. "Processes for producing (aminomethyl)trifluorocarbinol derivatives". Page/Page column 12. . Retrieved 2008/06/13.