tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate

Base Information

Chemical Name:tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate
CAS No.:153868-69-0
Molecular Formula:C₂₃H₃₆O₄Si
Molecular Weight:404.622
Hs Code.:

Synonyms:tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate

Suppliers and Price of tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-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,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate

Chemical Property:

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Technology Process of tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate

There total 1 articles about tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-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:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 56745-67-6,61305-35-9,61740-33-8,61305-36-0
(4S)-4-tert-butyldimethylsilyloxycyclopent-2-en-1-one

: 591-51-5
phenyllithium

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

: 153868-69-0
tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate

Guidance literature:: Yield given. Multistep reaction. Yields of byproduct given;
DOI:10.1021/jo00081a010

Reference yield: 97.0%

: 153868-69-0
tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate

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

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 23 ℃; for 0.25h;
DOI:10.1021/jo00081a010

Reference yield:

: 153868-69-0
tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate

: 153868-74-7
tert-Butyl <(1S,2R,3S)-3-ethyl-2-phenylcyclopent-1-yl>acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / 48percent aq. HF / acetonitrile / 0.25 h / 23 °C

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

3: 95 percent / CuI*PBu₃ / diethyl ether / 1.) -40 deg C, 30 min, 2.) -78 deg C, 30 min

4: 99 percent / LiHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 to 23 deg C, 2 h

5: 88 percent / H₂ / PtO₂ / 2-methyl-propan-2-ol / 0.5 h / 30 °C

With pyridine; CuI*P(n-Bu)3; hydrogen fluoride; hydrogen; methanesulfonyl chloride; lithium hexamethyldisilazane; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo00081a010