(R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone

Base Information

• Chemical Name: (R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone
• CAS No.: 153442-05-8
• Molecular Formula: C₂₁H₄₂O₃Si₂
• Molecular Weight: 398.734

Synonyms:(R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone

Chemical Property of (R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone

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Technology Process of (R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone

There total 4 articles about (R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone 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: 78.0%

(R)-3-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methyl-cyclohexene (153442-04-7) → (R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone (153442-05-8)

Guidance literature:

With tert.-butylhydroperoxide; dipyridinium dichromate; Celite; In benzene;

DOI:10.1016/S0040-4039(00)61447-8

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone (153442-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂

2: 78 percent / PDC, Celite, t-BuOOH / benzene

With 2,6-dimethylpyridine; tert.-butylhydroperoxide; dipyridinium dichromate; Celite; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)61447-8

Reference yield:

(R)-1-((R)-1-Methyl-cyclohex-2-enyl)-ethane-1,2-diol (153442-02-5) → (R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-cyclohex-2-enone (153442-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂

2: 78 percent / PDC, Celite, t-BuOOH / benzene

With 2,6-dimethylpyridine; tert.-butylhydroperoxide; dipyridinium dichromate; Celite; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)61447-8

upstream raw materials:

(R)-3-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methyl-cyclohexene

t-butyldimethylsiyl triflate

(R)-1-((R)-1-Methyl-cyclohex-2-enyl)-ethane-1,2-diol

C₂₃H₂₀N₄O₁₂

Downstream raw materials:

(2S,3R,4R)-4-[(R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-hydroxymethyl-4-methyl-3-vinyl-cyclohexanone

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