(3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde

Base Information

• Chemical Name: (3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde
• CAS No.: 74064-30-5
• Molecular Formula: C₂₀H₄₀O₃Si₂
• Molecular Weight: 384.707

Synonyms:(3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde

Chemical Property of (3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde

Chemical Property:

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Technology Process of (3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde

There total 39 articles about (3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde 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%

(1S,5R)-3-hydroxymethyl-4-methylcyclohex-3-ene-1,5-diol bis(t-butyldimethylsilyl) ether (74055-37-1) → (3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde (74064-30-5)

Guidance literature:

With manganese(IV) oxide; In Petroleum ether; for 8h;

Reference yield: 94.0%

(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanecarbaldehyde → (3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde (74064-30-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00273-7

Reference yield: 90.0%

(3S,5R)-3,5-Dihydroxy-2-methyl-cyclohex-1-enecarbaldehyde (75212-02-1) + tert-butyldimethylsilyl chloride (18162-48-6) → (3S,5R)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-carboxaldehyde (74064-30-5)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 10h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86410-3

upstream raw materials:

(1S,5R)-3-hydroxymethyl-4-methylcyclohex-3-ene-1,5-diol bis(t-butyldimethylsilyl) ether

(S)-1-[(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl]-ethane-1,2-diol

(3S,5R)-3,5-Dihydroxy-2-methyl-cyclohex-1-enecarbaldehyde

tert-butyldimethylsilyl chloride

Downstream raw materials:

1α-hydroxyvitamin D3

1α,3β-bis(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

(3R,3aR,7aR)-7-{(E)-2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-vinyl}-3-((R)-1,5-dimethyl-hexyl)-3a-methyl-2,3,3a,4,5,7a-hexahydro-1H-indene

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