3β-acetoxy-4'ξ-[(tert-butyl-dimethyl-silanyloxy)-methyl]-2'-cyclohexyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile

Base Information

• Chemical Name: 3β-acetoxy-4'ξ-[(tert-butyl-dimethyl-silanyloxy)-methyl]-2'-cyclohexyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile
• CAS No.: 72166-09-7
• Molecular Formula: C₃₇H₆₂N₂O₄Si
• Molecular Weight: 626.996
• Mol file: 72166-09-7.mol

Synonyms:

Chemical Property of 3β-acetoxy-4'ξ-[(tert-butyl-dimethyl-silanyloxy)-methyl]-2'-cyclohexyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3β-acetoxy-4'ξ-[(tert-butyl-dimethyl-silanyloxy)-methyl]-2'-cyclohexyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile

There total 2 articles about 3β-acetoxy-4'ξ-[(tert-butyl-dimethyl-silanyloxy)-methyl]-2'-cyclohexyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile 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:

tert-butyldimethylsilyl chloride (18162-48-6) + 3β-acetoxy-2'-cyclohexyl-4'ξ-hydroxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile (72166-08-6) → 3β-acetoxy-4'ξ-[(tert-butyl-dimethyl-silanyloxy)-methyl]-2'-cyclohexyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile (72166-09-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1002/hlca.19790620524

Reference yield:

cyclohexyl-oxiranylmethylene-amine oxide (69739-33-9) + t-butyldimethylsiyl triflate (69739-34-0) + 5α-androst-16-en-3β-yl acetate (72203-76-0) + potassium cyanide (151-50-8) → 3β-acetoxy-4'ξ-[(tert-butyl-dimethyl-silanyloxy)-methyl]-2'-cyclohexyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile (72166-09-7)

Guidance literature:

Multistep reaction; (i) CH₂Cl₂, (ii) /BRN= 4652394/, H₂O;

DOI:10.1002/hlca.19790620524

Reference yield:

3β-acetoxy-4'ξ-[(tert-butyl-dimethyl-silanyloxy)-methyl]-2'-cyclohexyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile (72166-09-7) → 3β-acetoxy-2'-cyclohexyl-4'ξ-hydroxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile (72166-08-6)

Guidance literature:

With urea hydrogen fluoride; In isopropyl alcohol; at 0 ℃;

DOI:10.1002/hlca.19790620524

upstream raw materials:

cyclohexyl-oxiranylmethylene-amine oxide

t-butyldimethylsiyl triflate

5α-androst-16-en-3β-yl acetate

potassium cyanide

Downstream raw materials:

3β-acetoxy-2'-cyclohexyl-4'ξ-hydroxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile

3β-acetoxy-2'-cyclohexyl-4'ξ-hydroxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carboxylic acid lactone

3β-acetoxy-2'-cyclohexyl-4'ξ-methanesulfonyloxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carbonitrile