3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate

Base Information

• Chemical Name: 3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate
• CAS No.: 138415-96-0
• Molecular Formula: C₂₆H₃₄ClNO₃
• Molecular Weight: 444.014
• Mol file: 138415-96-0.mol

Synonyms:3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate

Chemical Property of 3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate

There total 14 articles about 3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate 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: 72.0%

3α,17β-dihydroxy-5-aza-B-homoandrostan-6-one 17-benzoate (138415-90-4) → 3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate (138415-96-0)

Guidance literature:

With thionyl chloride; In dichloromethane; for 4h; Mechanism; Ambient temperature; other 3-substituted B-homo-5-azasteroids, other solvents, other temperatures and times, other reagents;

DOI:10.1016/0040-4039(91)80208-N

Reference yield: 67.0%

Benzoic acid (1S,3aS,3bS,8R,10aR,10bS,12aS)-10a,12a-dimethyl-6-oxo-8-(toluene-4-sulfonyloxy)-hexadecahydro-6a-aza-benzo[3,4]cyclohepta[1,2-e]inden-1-yl ester (138415-92-6) → 3β-chloro-17β-hydroxy-5-aza-B-homoandrostan-6-one benzoate (138415-95-9) + 3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate (138415-96-0)

Guidance literature:

With lithium chloride; In acetone; tert-butyl alcohol; for 8h; Heating;

DOI:10.1016/0040-4039(91)80208-N DOI:10.1021/jo00041a013

Reference yield: 13.0%

3α,17β-dihydroxy-5-aza-B-homoandrostan-6-one 17-benzoate (138415-90-4) → 3β-chloro-17β-hydroxy-5-aza-B-homoandrostan-6-one benzoate (138415-95-9) + 3α-(chloromethyl)-17β-hydroxy-5-aza-A-nor-B-homoandrostan-6-one benzoate (138415-96-0) + 17β-hydroxy-5-aza-B-homoandrost-3-en-6-one benzoate (142004-90-8)

Guidance literature:

With tetrachloromethane; triphenylphosphine; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1021/jo00041a013

upstream raw materials:

3α,17β-dihydroxy-5-aza-B-homoandrostan-6-one 17-benzoate

Benzoic acid (1S,3aS,3bS,8R,10aR,10bS,12aS)-10a,12a-dimethyl-6-oxo-8-(toluene-4-sulfonyloxy)-hexadecahydro-6a-aza-benzo[3,4]cyclohepta[1,2-e]inden-1-yl ester

p-toluenesulfonyl chloride

17β-hydroxy-5-oxo-4,5-seco-androst-3-yne