3beta,6alpha,17beta-Trihydroxy-5alpha-androstane

Base Information

• Chemical Name: 3beta,6alpha,17beta-Trihydroxy-5alpha-androstane
• CAS No.: 49644-04-4
• Molecular Formula: C19H32 O3
• Molecular Weight: 308.461
• UNII: 9PW83L45JI
• DSSTox Substance ID: DTXSID20964317
• Nikkaji Number: J855.416A
• Wikidata: Q27158740
• Mol file: 49644-04-4.mol

Synonyms:(3alpha,5alpha,6beta,17beta)-isomer of androstane-3,6,17-triol;(3beta,5alpha,6beta,17beta)-isomer of androstane-3,6,17-triol;3 beta,6 alpha,17 beta-trihydroxy-5 alpha-androstane;5 alpha-androstane-3 beta,6 alpha,17 beta-triol;6 alpha-triol;androstane-3,6,17-triol

Chemical Property of 3beta,6alpha,17beta-Trihydroxy-5alpha-androstane

Chemical Property:

• Vapor Pressure: 3.08E-10mmHg at 25°C
• Boiling Point: 456.1°Cat760mmHg
• Flash Point: 207.4°C
• PSA: 60.69000
• Density: 1.163g/cm³
• LogP: 2.72170
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 308.23514488
• Heavy Atom Count: 22
• Complexity: 452

Purity/Quality:

99% ^*data from raw suppliers

Androstane-3,6,17-triol,(3β,5α,6α,17β)- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CC(C4C3(CCC(C4)O)C)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O

Technology Process of 3beta,6alpha,17beta-Trihydroxy-5alpha-androstane

There total 1 articles about 3beta,6alpha,17beta-Trihydroxy-5alpha-androstane 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:

5-androgen-3,17-diol (571-20-0) → Epiandrosterone (481-29-8) + 5-alpha-Androstane-3-beta,7-alpha,17-beta-triol (19316-62-2) + Stanolone (521-18-6) + Androstenedione (63-05-8) + androstanedione (846-46-8) + 5α-androstane-3β,6α,17β-triol (49644-04-4)

Guidance literature:

With oxygen; at 37 ℃; Kinetics; metabolism by canine (beagle) prostatic slices, medium 199, T-labelled, var. temp., cofactor requirements, subcellular distribution, effects of castration;

DOI:10.1016/0039-128X(80)90099-9

Reference yield: 85.0%

5α-androstane-3β,6α,17β-triol (49644-04-4) → 6α-hydroxyandrostane-3,17-dione (49643-95-0)

Guidance literature:

With pyridine; N-Bromosuccinimide; In water; acetone; at 20 ℃; for 32h;

DOI:10.1021/jm030830y

Reference yield: 55.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 5α-androstane-3β,6α,17β-triol (49644-04-4) + 3-(4-tert-butylphenyl)glutaric anhydride (185049-55-2) → 3-(4-tert-butyl-phenyl)-pentanedioic acid 3,17-bis-[3-(4-tert-butyl-phenyl)-4-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-yl ester 2,5-dioxo-pyrrolidin-1-yl ester (420088-66-0)

Guidance literature:

5α-androstane-3β,6α,17β-triol; 3-(4-tert-butylphenyl)glutaric anhydride; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 23 ℃; for 12h;

1-hydroxy-pyrrolidine-2,5-dione; With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;

DOI:10.1016/S0040-4020(01)01098-5

upstream raw materials:

5-androgen-3,17-diol

Downstream raw materials:

3-(4-tert-butyl-phenyl)-pentanedioic acid 3,17-bis-[3-(4-tert-butyl-phenyl)-4-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-yl ester 2,5-dioxo-pyrrolidin-1-yl ester

6α-hydroxyandrostane-3,17-dione

6β-hydroxyandrostane-3,17-dione

Refernces