Estra-1,3,5(10)-triene-3,11,17-triol, (11alpha,17beta)-

Base Information

• Chemical Name: Estra-1,3,5(10)-triene-3,11,17-triol, (11alpha,17beta)-
• CAS No.: 1464-61-5
• Molecular Formula: C18H24O3
• Molecular Weight: 288.38136
• ChEMBL ID: CHEMBL1627931
• DSSTox Substance ID: DTXSID801315216
• Nikkaji Number: J108.137C
• Mol file: 1464-61-5.mol

Synonyms:1464-61-5;Estra-1,3,5(10)-triene-3,11,17-triol, (11alpha,17beta)-;(8S,9S,11R,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,11,17-triol;11alpha-hydroxyestradiol;11alpha-hydroxy-estradiol;SCHEMBL4903481;CHEMBL1627931;IGPOPFXCSGWCLM-SOMFZHDCSA-N;DTXSID801315216;Estra-1,3,5(10)-triene-3,11,17-triol, (11.alpha.,17.beta.)-;Estra-1,3,5(10)-triene-3,11,17-triol #

Chemical Property of Estra-1,3,5(10)-triene-3,11,17-triol, (11alpha,17beta)-

Chemical Property:

• PSA: 60.69000
• LogP: 2.58000
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 288.17254462
• Heavy Atom Count: 21
• Complexity: 411

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC(C3C(C1CCC2O)CCC4=C3C=CC(=C4)O)O
• Isomeric SMILES: C[C@]12C[C@H]([C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)O)O

Technology Process of Estra-1,3,5(10)-triene-3,11,17-triol, (11alpha,17beta)-

There total 10 articles about Estra-1,3,5(10)-triene-3,11,17-triol, (11alpha,17beta)- 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:

17-oxoestra-1,3,5(10)-triene-3,11α-diyl diacetate (111264-24-5) → 11alpha-Hydroxyestradiol (1464-61-5)

Guidance literature:

With lithium aluminium tetrahydride; diethyl ether; benzene;

DOI:10.1021/ja01563a067 DOI:10.1021/ja01542a045

Reference yield:

Estrone (53-16-7) → 11alpha-Hydroxyestradiol (1464-61-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 4 g / DDQ / methanol / 0.75 h / 45 °C

2: 3.4 g / p-TosOH / benzene / 2 h / Heating

3: 2.4 g / p-TosOH / CH₂Cl₂ / 0.07 h / 1) reflux, 2) r.t., 30 min

5: NaBH₄

With sodium tetrahydroborate; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; benzene;

DOI:10.1016/S0039-128X(81)90234-8

Reference yield:

3-hydroxy-estra-1,3,5(10),9(11)-tetraen-17-one (1089-80-1) → 11alpha-Hydroxyestradiol (1464-61-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 3.4 g / p-TosOH / benzene / 2 h / Heating

2: 2.4 g / p-TosOH / CH₂Cl₂ / 0.07 h / 1) reflux, 2) r.t., 30 min

4: NaBH₄

With sodium tetrahydroborate; toluene-4-sulfonic acid; In dichloromethane; benzene;

DOI:10.1016/S0039-128X(81)90234-8

upstream raw materials:

17-oxoestra-1,3,5(10)-triene-3,11α-diyl diacetate

11alpha-Hydroxyestrone

estra-1,3,5(10),9(11)-tetraene-3,17β-diyl diacetate

estrone acetate 9α,11α-epoxide

Downstream raw materials:

3-methoxy-estra-1,3,5(10)-triene-11α,17β-diol