trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane

Base Information

Chemical Name:trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane
CAS No.:415917-69-0
Molecular Formula:C₁₆H₂₂O₂Si
Molecular Weight:274.435
Hs Code.:

Synonyms:trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane

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Chemical Property of trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane

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Technology Process of trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane

There total 5 articles about trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane 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: 85.0%

: 103-26-4,1754-62-7
Methyl cinnamate

: ((1S,2R,3S,4R)-3-Hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-methyl-((E)-3-trimethylsilanyl-allyl)-sulfonium; bromide

: 415917-69-0
trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1021/ja056751o

Reference yield:

: 103-26-4,1754-62-7
Methyl cinnamate

: ((1S,2S,3R,4R)-3-Hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-methyl-((E)-3-trimethylsilanyl-allyl)-sulfonium; bromide

: trans-(1R,2R,3S)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane

: 415917-69-0
trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; Title compound not separated from byproducts;
DOI:10.1021/ja056751o

Reference yield:

: 84673-88-1,87506-22-7
(E)-3-bromo-1-(trimethylsilyl)propene

: 415917-69-0
trans-(1S,2S,3R)-2-phenyl-trans-3-((trimethylsilyl)vinyl)-1-(methoxycarbonyl)cyclopropane

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / acetone / 0 °C

2: t-BuOK / tetrahydrofuran / -78 °C

With potassium tert-butylate; In tetrahydrofuran; acetone;
DOI:10.1021/ja056751o