(20R)-5beta-Pregnane-3alpha,17,20-triol

Base Information

• Chemical Name: (20R)-5beta-Pregnane-3alpha,17,20-triol
• CAS No.: 1165-28-2
• Molecular Formula: C21H36 O3
• Molecular Weight: 336.515
• European Community (EC) Number: 214-614-3
• DSSTox Substance ID: DTXSID401310183
• Nikkaji Number: J203.424G
• ChEMBL ID: CHEMBL1908041
• Mol file: 1165-28-2.mol

Synonyms:1165-28-2;(20R)-5beta-Pregnane-3alpha,17,20-triol;5B-PREGNANE-3A-17A-20B-TRIOL*CRYSTALLINE;(3R,5R,8R,9S,10S,13S,14S,17R)-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-3,17-diol;EINECS 214-614-3;5beta-Pregnan-3alpha,17,20beta-triol;C21H36O3;SCHEMBL8677899;CHEMBL1908041;DTXSID401310183;5beta-pregnane-3alpha,17,20beta-triol;5beta-pregnane-3alpha,17,20alpha-triol;5beta-Pregnan-3alpha,17alpha,20alpha-triol

Chemical Property of (20R)-5beta-Pregnane-3alpha,17,20-triol

Chemical Property:

• Boiling Point: 469.9°Cat760mmHg
• Flash Point: 208.2°C
• PSA: 60.69000
• Density: 1.123g/cm³
• LogP: 3.50190
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 336.26644501
• Heavy Atom Count: 24
• Complexity: 507

Purity/Quality:

98%,99%, ^*data from raw suppliers

3ALPHA,17ALPHA,20BETA-TRIHYDROXY-5BETA-PREGNANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1(CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O)O
• Isomeric SMILES: C[C@H]([C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C)O)O

Technology Process of (20R)-5beta-Pregnane-3alpha,17,20-triol

There total 14 articles about (20R)-5beta-Pregnane-3alpha,17,20-triol 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:

21-bromo-3α,17-dihydroxy-5β-pregnan-20-one (88903-68-8) → 5β-pregnane-3α,17α,20β-tetraol (1098-45-9) + 5β-pregnane-3α,17α,20α-triol (1165-28-2)

Guidance literature:

With sodium tetrahydroborate; In N,N-dimethyl-formamide;

DOI:10.1021/jo01269a001

Reference yield:

→ 5β-pregnane-3α,17α,20β-tetraol (1098-45-9) + 5β-pregnane-3α,17α,20α-triol (1165-28-2)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1021/jo01096a006

Reference yield:

3α,17-dihydroxy-5β-pregnan-20-one (570-52-5) → 5β-pregnane-3α,17α,20β-tetraol (1098-45-9) + 5β-pregnane-3α,17α,20α-triol (1165-28-2)

Guidance literature:

mit Hilfe von Rattenleber-Praeparaten;

upstream raw materials:

3α,17-dihydroxy-5β-pregnan-20-one

(17Z)-5β-pregn-17(20)-en-3α-ol

21-bromo-3α,17-dihydroxy-5β-pregnan-20-one

(3R,5S,8R,9S,10S,13S,14S,17R)-17-((R)-1-Hydroxy-ethyl)-10,13-dimethyl-2,3,4,5,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol