Androstenediol 3-acetate-17-benzoate

Base Information

• Chemical Name: Androstenediol 3-acetate-17-benzoate
• CAS No.: 5953-63-9
• Molecular Formula: C28H36 O4
• Molecular Weight: 436.591
• European Community (EC) Number: 227-717-3
• UNII: 46OU283T97
• Nikkaji Number: J223.904C
• Wikidata: Q27258946
• Mol file: 5953-63-9.mol

Synonyms:5953-63-9;UNII-46OU283T97;EINECS 227-717-3;androstenediol 3-acetate 17-benzoate;46OU283T97;ANDROSTENEDIOL-3-ACETATE-17-BENZOATE;Androst-5-ene-3beta,17beta-diol 3-acetate 17-benzoate;Androst-5-ene-(3beta,17beta)-diol 3-acetate 17-benzoate;Androstenediol 3-acetate-17-benzoate;[(3S,8R,9S,10R,13S,14S,17S)-3-acetyloxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] benzoate;C28H36O4;Androst-5-ene-3,17-diol, 3-acetate 17-benzoate, (3.beta.,17.beta.)-;NSC-148900;SCHEMBL603289;SKF-2895;AKOS015955654;EM-1397;NSC 148900;PD160415;ANDROSTENEDIOL 3-ACETATE-17-BENZOATE [MI];Q27258946

Chemical Property of Androstenediol 3-acetate-17-benzoate

Chemical Property:

• Melting Point: 180-182°
• Boiling Point: 526.4oC at 760 mmHg
• Flash Point: 256.9oC
• PSA: 52.60000
• Density: 1.15g/cm3
• LogP: 6.10650
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 436.26135963
• Heavy Atom Count: 32
• Complexity: 780

Purity/Quality:

98%min ^*data from raw suppliers

Androstenediol-3-acetate-17-benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4OC(=O)C5=CC=CC=C5)C)C
• Isomeric SMILES: CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4OC(=O)C5=CC=CC=C5)C)C

Technology Process of Androstenediol 3-acetate-17-benzoate

There total 5 articles about Androstenediol 3-acetate-17-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:

androstenediol-3-acetate (1639-43-6) + benzoyl chloride (98-88-4) → 3β-acetoxy-17β-benzoyloxy-androst-5-ene (5953-63-9)

Guidance literature:

With pyridine;

DOI:10.1002/hlca.193601901115 DOI:10.1002/hlca.193501801201

Reference yield:

prasterone acetate (853-23-6) → 3β-acetoxy-17β-benzoyloxy-androst-5-ene (5953-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; Raney nickel / Hydrogenation

2: pyridine

With pyridine; ethanol; nickel;

Reference yield:

prasterone acetate (853-23-6) → androst-5-ene-3β,17α-diyl 3-acetate 17-benzoate (40768-03-4) + 3β-acetoxy-17β-benzoyloxy-androst-5-ene (5953-63-9)

Guidance literature:

With ethanol; nickel; Hydrogenation_.Behandlung des Reaktionsprodukts mit Benzoylchlorid und Pyridin; Trennung der Stereoisomeren durch fraktionierte Krystallisation aus Isopropylalkohol;

DOI:10.1002/hlca.193601901115 DOI:10.1002/hlca.193501801176 DOI:10.1002/hlca.193501801201

upstream raw materials:

N-benzoylbenzamide

androstenediol-3-acetate

prasterone acetate

benzoyl chloride

Downstream raw materials:

3β-acetoxy-17β-cyclohexanecarbonyloxy-5α-androstane

3β-acetoxy-17β-benzoyloxy-5-hydroxy-B-nor-5β-androstane-6β-carboxylic acid-lactone

17β-benzoyloxy-6-oxa-B-homo-androsta-2,4-dien-7-one

3β-acetoxy-17β-benzoyloxy-5-hydroxy-5β-androstan-6-one