5beta-Estrane-3alpha,17beta-diol

Base Information

• Chemical Name: 5beta-Estrane-3alpha,17beta-diol
• CAS No.: 10002-97-8
• Molecular Formula: C18H30 O2
• Molecular Weight: 278.435
• NSC Number: 81400
• UNII: X4SO0472HB
• DSSTox Substance ID: DTXSID50142868
• Nikkaji Number: J2.606.281K
• Wikidata: Q27148848
• Mol file: 10002-97-8.mol

Synonyms:10002-97-8;5beta-Estrane-3alpha,17beta-diol;UNII-X4SO0472HB;X4SO0472HB;Estrane-3,17-diol, (3alpha,5beta,17beta)-;NSC 81400;NSC-81400;(3R,5R,8R,9R,10S,13S,14S,17S)-13-methyl-1,2,3,4,5,6,7,8,9,10,11,12,14,15,16,17-hexadecahydrocyclopenta[a]phenanthrene-3,17-diol;SCHEMBL6451833;CHEBI:79716;DTXSID50142868;NSC81400;(3alpha,5beta,17beta)-estrane-3,17-diol;19-Nor-5beta-androstane-3alpha,17beta-diol;5.BETA.-ESTRAN-3.ALPHA.,17.BETA.-DIOL;5.BETA.-ESTRANE-3.ALPHA.,17.BETA.-DIOL;Q27148848;19-NOR-5.BETA.-ANDROSTANE-3.ALPHA.,17.BETA.-DIOL;ESTRANE-3,17-DIOL, (3.ALPHA.,5.BETA.,17.BETA.)-

Chemical Property of 5beta-Estrane-3alpha,17beta-diol

Chemical Property:

• Vapor Pressure: 1.97E-08mmHg at 25°C
• Boiling Point: 410°C at 760 mmHg
• Flash Point: 186.6°C
• Density: 1.098g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 278.224580195
• Heavy Atom Count: 20
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C4CCC(CC4CCC3C1CCC2O)O
• Isomeric SMILES: C[C@]12CC[C@@H]3[C@H]4CC[C@H](C[C@H]4CC[C@H]3[C@@H]1CC[C@@H]2O)O

Technology Process of 5beta-Estrane-3alpha,17beta-diol

There total 23 articles about 5beta-Estrane-3alpha,17beta-diol 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: 16.0%

19-nortestosterone (434-22-0) → 17β-hydroxy-5α-estran-3-one (1434-85-1) + 5α‐estrane‐3β,17β‐diol (1816-75-7) + 5β‐estrane‐3α,17β‐diol (10002-97-8) + 17β-hydroxy-19-nor-5β-androstan-3-one (19468-31-6)

Guidance literature:

With potassium hydroxide; hydrogen; palladium on activated charcoal; In isopropyl alcohol; under 2068.6 - 2327.2 Torr; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jm960304p

Reference yield: 3.0%

17β-hydroxy-19-nor-5β-androstan-3-one (19468-31-6) → 5β‐estrane‐3α,17β‐diol (10002-97-8) + 3α-hydroxy-19-nor-5β-androstan-17-one (33036-33-8) + 5β-estrane-3,17-dione (5696-51-5)

Guidance literature:

for 504h; Rhodotorula mucilaginosa;

Reference yield:

Estrone (53-16-7) → 5β‐estrane‐3α,17β‐diol (10002-97-8)

Guidance literature:

With hydrogenchloride; platinum; Hydrogenation;

DOI:10.1080/07315724.2002.10719230 DOI:10.1021/ja01275a049

upstream raw materials:

estradiol

Estrone

17β-hydroxy-19-nor-5β-androstan-3-one

19-nortestosterone

Downstream raw materials:

estra-4-ene-3,17-dione

5β-estrane-3,17-dione

Refernces

• 1、 Dirscherl. "-". . p. 53,62. Retrieved 1936.
• 2、 Draczynska, Bozena,Tlomak, Elzbieta,Dmochowska-Gladysz, Jadwiga,Siewinski, Antoni. "Microbiological Transformations. XVI. Transformation of 5α- and 5β-Dihydro, and 1- and 6-Dehydro Derivatives of Testosterone and Androstenedione by Means of Rhodotorula mucilaginosa Strain". . p. 13 - 21. Retrieved 2007/10/02.