(4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one

Base Information

• Chemical Name: (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one
• CAS No.: 130583-95-8
• Molecular Formula: C₁₅H₃₀O₂Si
• Molecular Weight: 270.488

Synonyms:(4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one

Chemical Property of (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one

Chemical Property:

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Technology Process of (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one

There total 2 articles about (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-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: 97.0%

(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one (20548-02-1,55058-51-0,60686-81-9,60686-82-0,82977-53-5,90082-06-7,90129-05-8,99881-84-2,60046-50-6) + tert-butyldimethylsilyl chloride (18162-48-6) → (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one (130583-95-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(02)00667-1

Reference yield:

(6R)-levodione (60046-49-3) → (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one (130583-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / Raney Nickel

2: 97 percent / DMAP; triethylamine / CH₂Cl₂

With dmap; nickel; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(02)00667-1

Reference yield: 87.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one (130583-95-8) → (R)-5-(tert-butyldimethylsilyloxy)-2-[(trifluoromethanesulfonyl)oxy]-1,3,3-trimethylcyclohex-1-ene (152187-06-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 0 ℃; for 14h; Inert atmosphere;

DOI:10.1039/c4ob02144d

upstream raw materials:

(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one

tert-butyldimethylsilyl chloride

(6R)-levodione

Downstream raw materials:

(R)-5-(tert-butyldimethylsilyloxy)-2-[(trifluoromethanesulfonyl)oxy]-1,3,3-trimethylcyclohex-1-ene

(4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((Z)-5-hydroxy-3-methyl-pent-3-en-1-ynyl)-2,2,6-trimethyl-cyclohexanol

[(4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-cyclohex-(Z)-ylidene]-hydrazine

tert-butyldimethylsilyl (R)-4-iodo-3,5,5-trimethylcyclohex-3-en-1-yl ether

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