(1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester

Base Information

Chemical Name:(1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester
CAS No.:611236-32-9
Molecular Formula:C₁₉H₃₂OSi₂
Molecular Weight:332.633
Hs Code.:

Synonyms:(1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester

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Chemical Property of (1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester

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Technology Process of (1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester

There total 3 articles about (1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester 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: 98.0%

: 611236-29-4
(3S,4R)-3-dimethylphenylsilyl-hepta-1,6-dien-4-yl t-butyldimethylsilyl ester

: 611236-32-9
(1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 0.0833333h;
DOI:10.1016/S0040-4039(03)01791-X

Reference yield:

: 18001-18-8
allyldimethylphenylsilane

: 611236-32-9
(1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / 0.33 h / 20 °C

1.2: (R,R)-TiClCpTADDOL / tetrahydrofuran / 0.5 h / -78 °C

1.3: 68 percent / tetrahydrofuran / 3 h / -78 °C

2.1: 85 percent / imidazole / dimethylformamide / 48 h / 60 °C

3.1: 98 percent / (Cy₃P)2RuCl₂(=CHPh) / CH₂Cl₂ / 0.08 h / 20 °C

With 1H-imidazole; n-butyllithium; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.05.058

Reference yield:

: 535994-31-1
(3S,4R)-3-dimethylphenylsilanyl-4-hydroxy-1,6-heptadiene

: 611236-32-9
(1R,2S)-2-(dimethylphenylsilanyl)-cyclopent-3-enyl t-butyldimethylsilyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / imidazole / dimethylformamide / 48 h / 60 °C

2: 98 percent / (Cy₃P)2RuCl₂(=CHPh) / CH₂Cl₂ / 0.08 h / 20 °C

With 1H-imidazole; Grubbs catalyst first generation; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.05.058