cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene

Base Information

Chemical Name:cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene
CAS No.:123294-18-8
Molecular Formula:C₂₄H₃₀O₆SSi
Molecular Weight:474.65
Hs Code.:

Synonyms:cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene

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Chemical Property of cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene

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Technology Process of cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene

There total 5 articles about cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene 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: 75.0%

: 124-63-0
methanesulfonyl chloride

: cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-hydroxy-cyclopent-1-ene

: 123294-18-8
cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene

Guidance literature:: With triethylamine; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/0040-4020(89)80074-2

Reference yield:

: 7129-41-1,54460-11-6
6-oxabicyclo<3.1.0>hex-2-ene

: 123294-18-8
cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 1) n-BuLi / 1) THF, hexane, -40 deg C, 40 min; 2) THF, 0 deg C

2: 60 percent / HgCl₂, HgO / H₂O / 48 h / Ambient temperature

3: 66 percent / MCPBA / CH₂Cl₂ / -30 °C

4: 82 percent / DBU / CH₂Cl₂ / 6 h / 0 °C

5: 75 percent / Et₃N / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/0040-4020(89)80074-2

Reference yield:

: 123294-15-5
trans-2-carbomethoxycyclopent-3-en-1-ol

: 123294-18-8
cis-3-(t-butyldiphenylsilyloxy)-1-carbomethoxy-5-(methanesulfonyl)cyclopent-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / MCPBA / CH₂Cl₂ / -30 °C

2: 82 percent / DBU / CH₂Cl₂ / 6 h / 0 °C

3: 75 percent / Et₃N / tetrahydrofuran / 1 h / -78 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4020(89)80074-2