(4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

Base Information

Chemical Name:(4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one
CAS No.:122552-67-4
Molecular Formula:C₂₁H₂₃BrO₂Si
Molecular Weight:415.402
Hs Code.:

Synonyms:(4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

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Chemical Property of (4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

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Technology Process of (4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

There total 9 articles about (4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one 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: 96.0%

: 107657-42-1
(4R)-(+)-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

: 122552-67-4
(4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

Guidance literature:: (4R)-(+)-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one; With bromine; In dichloromethane; at 0 ℃; for 1h;

With triethylamine; In dichloromethane; at 22 ℃; for 1h;
DOI:10.1021/ol051415y

Reference yield:

: 817210-68-7
(1S,4R)-(+)-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-ol

: 122552-67-4
(4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / sodium acetate; silica gel; pyridinium chlorochromate / CH₂Cl₂ / 2 h / 22 °C

2.1: bromine / CH₂Cl₂ / 1 h / 0 °C

2.2: 96 percent / triethylamine / CH₂Cl₂ / 1 h / 22 °C

With bromine; sodium acetate; silica gel; pyridinium chlorochromate; In dichloromethane;
DOI:10.1021/ol051415y

Reference yield:

: 865302-28-9
(3R,5S)-(+)-3-[(1,1-dimethylethyl)diphenylsilyloxy]-5-(trimethylacetyloxy)cyclopent-1-ene

: 122552-67-4
(4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / DIBAL / cyclohexane; CH₂Cl₂ / 0.5 h / -78 °C

2.1: 96 percent / sodium acetate; silica gel; pyridinium chlorochromate / CH₂Cl₂ / 2 h / 22 °C

3.1: bromine / CH₂Cl₂ / 1 h / 0 °C

3.2: 96 percent / triethylamine / CH₂Cl₂ / 1 h / 22 °C

With bromine; sodium acetate; silica gel; diisobutylaluminium hydride; pyridinium chlorochromate; In dichloromethane; cyclohexane;
DOI:10.1021/ol051415y