(2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol

Base Information

• Chemical Name: (2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol
• CAS No.: 141277-85-2
• Molecular Formula: C₁₅H₃₀O₂Si
• Molecular Weight: 270.488
• Mol file: 141277-85-2.mol

Synonyms:(2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol

Chemical Property of (2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol

There total 9 articles about (2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol 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:

(2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate (141277-84-1) → (2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol (141277-85-2)

Guidance literature:

With diisobutylaluminium hydride; Yield given;

DOI:10.1016/S0040-4039(00)91693-9

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol (141277-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 24 h

2: bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl₄ / 70 h / Ambient temperature

3: diisobutylaluminium hydride / toluene / 1 h / -78 °C

With 1H-imidazole; Martins sulfurane; diisobutylaluminium hydride; In tetrachloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00045a038

Reference yield:

ethyl <(2'R,5'R)-1',5-'dihydroxy-2'-methylcyclohexyl>ethanoate (142980-89-0) → (2E)-2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol (141277-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 24 h

2: bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl₄ / 70 h / Ambient temperature

3: diisobutylaluminium hydride / toluene / 1 h / -78 °C

With 1H-imidazole; Martins sulfurane; diisobutylaluminium hydride; In tetrachloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00045a038

upstream raw materials:

(2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate

tert-butyldimethylsilyl chloride

ethyl <(2'R,5'R)-1',5-'dihydroxy-2'-methylcyclohexyl>ethanoate

ethyl <(2'R,5'R)-6-hydroperoxy-2',6-'dimethylbicyclo<3.2.1>-7'-oxaoctyl>ethanoate

Downstream raw materials:

tert-Butyl-{(1R,4R)-3-[2-chloro-eth-(E)-ylidene]-4-methyl-cyclohexyloxy}-dimethyl-silane

(2E)-<2-<(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide

10(R),19-dihydro-(5E)-3-epivitamin D₂

25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D₂