N-(p-Toluenesulfonyl)-hydrazone of 17β-Benzoyloxy-4,5-secoandrost-3-yne-5-one

Base Information

• Chemical Name: N-(p-Toluenesulfonyl)-hydrazone of 17β-Benzoyloxy-4,5-secoandrost-3-yne-5-one
• CAS No.: 99463-63-5
• Molecular Formula: C₃₃H₄₀N₂O₄S
• Molecular Weight: 560.758
• Mol file: 99463-63-5.mol

Synonyms:

Chemical Property of N-(p-Toluenesulfonyl)-hydrazone of 17β-Benzoyloxy-4,5-secoandrost-3-yne-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(p-Toluenesulfonyl)-hydrazone of 17β-Benzoyloxy-4,5-secoandrost-3-yne-5-one

There total 3 articles about N-(p-Toluenesulfonyl)-hydrazone of 17β-Benzoyloxy-4,5-secoandrost-3-yne-5-one 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:

Benzoic acid (8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-hexadecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-17-yl ester (35490-55-2,35490-56-3) → N-(p-Toluenesulfonyl)-hydrazone of 17β-Benzoyloxy-4,5-secoandrost-3-yne-5-one (99463-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 10.5 g / p-toluenesulfonylhydrazine / CH₂Cl₂; acetic acid / 1 h / 0 °C / 1 h, r.t.

2: 24 mg / dioxane / 2 h / 100 °C

With toluene-4-sulfonic acid hydrazide; In 1,4-dioxane; dichloromethane; acetic acid;

DOI:10.1135/cccc19851402

Reference yield:

17β-hydroxy-4,5-secoandrost-3-yn-5-one benzoate (99463-59-9) + toluene-4-sulfonic acid hydrazide (1576-35-8) → N-(p-Toluenesulfonyl)-hydrazone of 17β-Benzoyloxy-4,5-secoandrost-3-yne-5-one (99463-63-5)

Guidance literature:

In 1,4-dioxane; at 100 ℃; for 2h;

DOI:10.1135/cccc19851402

Reference yield:

Benzoic acid (8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-hexadecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-17-yl ester (35490-55-2,35490-56-3) + toluene-4-sulfonic acid hydrazide (1576-35-8) → 17β-hydroxy-4,5-secoandrost-3-yn-5-one benzoate (99463-59-9) + N-(p-Toluenesulfonyl)-hydrazone of 17β-Benzoyloxy-4,5-secoandrost-3-yne-5-one (99463-63-5)

Guidance literature:

In dichloromethane; acetic acid; at 0 ℃; for 2h;

DOI:10.1135/cccc19851402

upstream raw materials:

17β-hydroxy-4,5-secoandrost-3-yn-5-one benzoate

toluene-4-sulfonic acid hydrazide

Benzoic acid (8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-hexadecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-17-yl ester

Downstream raw materials:

17β-Hexahydrobenzoyloxy-3ξ-methyl-A-nor-5β-androstane

17β-Benzoyloxy-3-methyleno-A-nor-5β-androstane