tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate

Base Information

Chemical Name:tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate
CAS No.:153868-73-6
Molecular Formula:C₂₀H₂₅F₃O₅S
Molecular Weight:434.477
Hs Code.:

Synonyms:tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate

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Technology Process of tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate

There total 4 articles about tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate 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%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 1026644-29-0
tert-Butyl <(1S,4S,5R)-4-ethyl-2-oxo-5-phenylcyclopent-1-yl>acetate

: 153868-73-6
tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; 1.) -78 deg C, 30 min, 2.) -78 to 23 deg C, 2 h;
DOI:10.1021/jo00081a010

Reference yield:

: 153868-71-4
tert-Butyl <(1S,5R)-2-oxo-5-phenylcyclopent-3-en-1-yl>acetate

: 153868-73-6
tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / CuI*PBu₃ / diethyl ether / 1.) -40 deg C, 30 min, 2.) -78 deg C, 30 min

2: 99 percent / LiHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 to 23 deg C, 2 h

With CuI*P(n-Bu)3; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00081a010

Reference yield:

: 153868-70-3
tert-Butyl <(1S,4S,5R)-4-hydroxy-2-oxo-5-phenylcyclopent-1-yl>acetate

: 153868-73-6
tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / MsCl, pyridine / 2 h / 0 - 23 °C

2: 95 percent / CuI*PBu₃ / diethyl ether / 1.) -40 deg C, 30 min, 2.) -78 deg C, 30 min

3: 99 percent / LiHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 to 23 deg C, 2 h

With pyridine; CuI*P(n-Bu)3; methanesulfonyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00081a010