(R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde

Base Information

• Chemical Name: (R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde
• CAS No.: 172341-83-2
• Molecular Formula: C₁₄H₂₈O₂Si
• Molecular Weight: 256.461
• Mol file: 172341-83-2.mol

Synonyms:(R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde

Chemical Property of (R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde

There total 8 articles about (R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde 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: 85.0%

ethyl (R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetate → (R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde (172341-83-2)

Guidance literature:

With diisobutylaluminium hydride; In hexane; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201605955

Reference yield:

(R)-(-)-hexahydromandelic acid (53585-93-6) → (R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde (172341-83-2)

Guidance literature:

Multi-step reaction with 3 steps

1: CsF celite / acetonitrile / 8 h / 185 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / hexane / 2 h / -78 °C / Inert atmosphere

With 1H-imidazole; diisobutylaluminium hydride; In hexane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201605955

Reference yield:

(R)-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl-acetic acid methyl ester → (R)-2-(tert-butyldimethylsilyloxy)-2-cyclohexylacetaldehyde (172341-83-2)

Guidance literature:

With diisobutylaluminium hydride;

DOI:10.1021/jo00069a048

upstream raw materials:

(-)-(1R)-1-(tert-Butyldimethylsiloxy)-1-cyclohexyl-2-propene

Methyl (R)-α-hydroxycyclohexaneacetate

tert-butyldimethylsilyl chloride

(-)-(1R)-1-Hydroxy-1-cyclohexyl-2-propene

Downstream raw materials:

(3S,4S)-4-<(R)-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>cyclohexylmethyl>-1-(4-methoxyphenyl)-3-(phenylmethoxy)azetidin-2-one

(R)-1-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohexyl-pent-4-en-2-ol