17-Iodo-3-methoxy-estra-1,3,5(10),16-tetraene

Base Information

• Chemical Name: 17-Iodo-3-methoxy-estra-1,3,5(10),16-tetraene
• CAS No.: 105644-55-1
• Molecular Formula: C19H23IO
• Molecular Weight: 394.296
• DSSTox Substance ID: DTXSID80465991
• Nikkaji Number: J1.504.802F
• Mol file: 105644-55-1.mol

Synonyms:105644-55-1;17-Iodo-3-methoxy-estra-1,3,5(10),16-tetraene;17-Iodo-3-O-methyl Estratetraenol;(8R,9S,13S,14S)-17-iodo-3-methoxy-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthrene;SCHEMBL8155660;DTXSID80465991

Chemical Property of 17-Iodo-3-methoxy-estra-1,3,5(10),16-tetraene

Chemical Property:

• PSA: 9.23000
• LogP: 5.48010
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 394.07936
• Heavy Atom Count: 21
• Complexity: 445

Purity/Quality:

97% ^*data from raw suppliers

17-Iodo-3-O-methylEstratetraenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CC=C2I)CCC4=C3C=CC(=C4)OC
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC=C2I)CCC4=C3C=CC(=C4)OC
• Uses: 17-Epiestriol intermediate.

Technology Process of 17-Iodo-3-methoxy-estra-1,3,5(10),16-tetraene

There total 6 articles about 17-Iodo-3-methoxy-estra-1,3,5(10),16-tetraene 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-iodoestra-1,3,5(10),16-tetraen-3-ol → (8R,9S,13S,14S)-17-iodo-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene (105644-55-1)

Guidance literature:

With potassium carbonate; dimethyl sulfate; In acetone;

Reference yield:

3-Methoxy-estra-1,3,5(10)-trien-17-on-hydrazone (105663-60-3) → (8R,9S,13S,14S)-17-iodo-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene (105644-55-1)

Guidance literature:

With pyridine; iodine; triethylamine; Yield given. Multistep reaction; 1) THF, r.t., 2) 90-100 deg C, 1 h;

Reference yield:

estrone 3-methyl ether (1624-62-0) → (8R,9S,13S,14S)-17-iodo-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene (105644-55-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / hydrazine hydrate, NEt₃ / ethanol

2: 1) NEt₃, I₂, 2) pyridine / 1) THF, r.t., 2) 90-100 deg C, 1 h

With pyridine; iodine; hydrazine hydrate; triethylamine; In ethanol;

upstream raw materials:

3-Methoxy-estra-1,3,5⁽¹⁰⁾-trien-17-on-hydrazone

estrone 3-methyl ether

Estrone

(8R,9S,13S,14S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yl trifluoromethanesulfonate

Downstream raw materials:

3-methoxyestra-1,3,5⁽¹⁰⁾,16-tetraene

Tributyl-((8R,9S,13S,14S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-stannane

3-methoxy-13β-estra-1,3,5(10),16-tetraene-17-carbaldehyde