trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-cyclopent-1-ene

Base Information

Chemical Name:trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-cyclopent-1-ene
CAS No.:123294-23-5
Molecular Formula:C₂₄H₃₀O₃SSi
Molecular Weight:426.652
Hs Code.:

Synonyms:trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-cyclopent-1-ene

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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 trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-cyclopent-1-ene

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Technology Process of trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-cyclopent-1-ene

There total 9 articles about trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-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: 91.0%

: 74-93-1
methylthiol

: cis-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-cyclopent-2-enyl trimethylammonium tetrafluoroborate

: 123294-23-5
trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-cyclopent-1-ene

Guidance literature:: With triethylamine; at 25 ℃; for 0.333333h;
DOI:10.1016/0040-4020(89)80074-2

Reference yield: 76.0%

: 74-93-1
methylthiol

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

: 123294-23-5
trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-cyclopent-1-ene

Guidance literature:: With triethylamine; In dichloromethane; at 25 ℃; for 0.25h;
DOI:10.1016/0040-4020(89)80074-2

Reference yield:

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

: 123294-23-5
trans-4-(t-butyldiphenylsilyloxy)-2-carbomethoxy-3-methylthio-cyclopent-1-ene

Guidance literature:: Multi-step reaction with 6 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

6: 76 percent / Et₃N / CH₂Cl₂ / 0.25 h / 25 °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