17-Allylestra-1,3,5(10)-triene-3,17beta-diol

Base Information

• Chemical Name: 17-Allylestra-1,3,5(10)-triene-3,17beta-diol
• CAS No.: 971-82-4
• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.452
• NSC Number: 70644
• Nikkaji Number: J697.396E
• Wikidata: Q27148467
• ChEMBL ID: CHEMBL1627947
• Mol file: 971-82-4.mol

Synonyms:17-Allylestra-1,3,5(10)-triene-3,17beta-diol;971-82-4;CHEBI:79419;(8R,9S,13S,14S,17R)-13-methyl-17-prop-2-enyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol;CHEMBL1627947;NSC70644;NSC-70644;Q27148467

Chemical Property of 17-Allylestra-1,3,5(10)-triene-3,17beta-diol

Chemical Property:

• Vapor Pressure: 3.35E-09mmHg at 25°C
• Boiling Point: 458.5°Cat760mmHg
• Flash Point: 207.5°C
• Density: 1.114g/cm³
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 312.208930132
• Heavy Atom Count: 23
• Complexity: 475

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2(CC=C)O)CCC4=C3C=CC(=C4)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(CC=C)O)CCC4=C3C=CC(=C4)O

Technology Process of 17-Allylestra-1,3,5(10)-triene-3,17beta-diol

There total 7 articles about 17-Allylestra-1,3,5(10)-triene-3,17beta-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:

3-(tert-butyldimethylsilyloxy)-17α-allyl-1,3,5(10)-estratrien-17α-ol (150668-12-5) → 17α-(2'-propen-1'-yl)-estra-1,3,5(10)-trien-3,17β-diol (971-82-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0039-128X(97)00067-6

Reference yield:

Estrone (53-16-7) + 3-chloroprop-1-ene (107-05-1) → 17α-(2'-propen-1'-yl)-estra-1,3,5(10)-trien-3,17β-diol (971-82-4) + 17β-(2'-propen-1'-yl)estra-1,3,5(10)-trien-3,17α-diol

Guidance literature:

With magnesium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 2.) THF, a) reflux, 2 h, b) 20 deg C, 15 h;

DOI:10.1021/jm00072a018

Reference yield:

C26H36O3 → 17α-(2'-propen-1'-yl)-estra-1,3,5(10)-trien-3,17β-diol (971-82-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 25 ℃; for 1h;

DOI:10.1021/jm100563h

upstream raw materials:

Estrone

3-chloroprop-1-ene

3-(tert-butyldimethylsilyloxy)-17α-allyl-1,3,5(10)-estratrien-17α-ol

3-(O-tert-butyl(dimethyl)silyl)estrone

Downstream raw materials:

17-(3-benzenesulfonyl-allyl)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol