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

Base Information

• Chemical Name: (2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate
• CAS No.: 141277-84-1
• Molecular Formula: C₁₇H₃₂O₃Si
• Molecular Weight: 312.525

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 7 articles about (2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate 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:

ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-1'-hydroxy-2'-methylcyclohexyl>ethanoate (142980-90-3) → (2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate (141277-84-1)

Guidance literature:

With Martins sulfurane; In tetrachloromethane; for 70h; Ambient temperature;

DOI:10.1021/jo00045a038

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate (141277-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 24 h

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

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

DOI:10.1021/jo00045a038

Reference yield:

ethyl <(2'R,5'R)-1',5-'dihydroxy-2'-methylcyclohexyl>ethanoate (142980-89-0) → (2E)-ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate (141277-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 24 h

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

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

DOI:10.1021/jo00045a038

upstream raw materials:

ethyl <(2'R,5'R)-5'-<(tert-butyldimethylsilyl)oxy>-1'-hydroxy-2'-methylcyclohexyl>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

25-<(methoxymethyl)oxy>-10(R),19-dihydro-(5E)-3-epivitamin D₂ tert-butyldimethylsilyl ether

10(R),19-dihydro-(5E)-3-epivitamin D₂ tert-butyldimethylsilyl ether

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

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