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

Base Information

• Chemical Name: 3β-acetoxy-2'-cyclohexyl-4'ξ-hydroxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carboxylic acid lactone
• CAS No.: 72166-17-7
• Molecular Formula: C₃₁H₄₇NO₅
• Molecular Weight: 513.718
• Mol file: 72166-17-7.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

cyclohexyl-oxiranylmethylene-amine oxide (69739-33-9) → 3β-acetoxy-2'-cyclohexyl-4'ξ-hydroxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carboxylic acid lactone (72166-17-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) CH₂Cl₂, (ii) /BRN= 4652394/, H₂O

2: urea*HF / propan-2-ol / 0 °C

3: Al₂O₃ / CH₂Cl₂

With aluminum oxide; urea hydrogen fluoride; In dichloromethane; isopropyl alcohol;

DOI:10.1002/hlca.19790620524

Reference yield:

5α-androst-16-en-3β-yl acetate (72203-76-0) → 3β-acetoxy-2'-cyclohexyl-4'ξ-hydroxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carboxylic acid lactone (72166-17-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) CH₂Cl₂, (ii) /BRN= 4652394/, H₂O

2: urea*HF / propan-2-ol / 0 °C

3: Al₂O₃ / CH₂Cl₂

With aluminum oxide; urea hydrogen fluoride; In dichloromethane; isopropyl alcohol;

DOI:10.1002/hlca.19790620524

Reference yield:

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-2'-cyclohexyl-4'ξ-hydroxymethyl-(5α,16β,17β)-tetrahydro-androstano[16,17-e][1,2]oxazine-3'ξ-carboxylic acid lactone (72166-17-7)

Guidance literature:

With aluminum oxide; In dichloromethane;

DOI:10.1002/hlca.19790620524

upstream raw materials:

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

cyclohexyl-oxiranylmethylene-amine oxide

5α-androst-16-en-3β-yl acetate

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