Orestrate

Base Information

• Chemical Name: Orestrate
• CAS No.: 13885-31-9
• Molecular Formula: C₂₇H₃₆O₃
• Molecular Weight: 408.581
• UNII: G9VC23W7W0
• ChEMBL ID: CHEMBL2105320
• DSSTox Substance ID: DTXSID80930230
• NCI Thesaurus Code: C76997
• Wikidata: Q25091472
• Wikipedia: Orestrate
• Mol file: 13885-31-9.mol

Synonyms:Orestrate;13885-31-9;Orestrate [INN];G9VC23W7W0;[(8R,9S,13S,14S,17S)-17-(cyclohexen-1-yloxy)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] propanoate;Orestratum;Orestrato;UNII-G9VC23W7W0;SCHEMBL2733364;CHEMBL2105320;DTXSID80930230;17beta-(1-Cyclohexenyloxy)-1,3,5(10)-estratrien-3-yl propionat;17beta-(Cyclohexen-1-yloxy)estra-1,3,5(10)-trien-3-ol propionate;Q25091472;17beta(Cyclohexen-1-yloxy)-estra-1,3,5(10)-trien-3-ol propionate;1,3,5(10)-Estratrien-3-ol, 17beta-(1-cyclohexenyloxy)-, propionate;17.BETA.(CYCLOHEXEN-1-YLOXY)-ESTRA-1,3,5(10)-TRIEN-3-OL PROPIONATE

Chemical Property of Orestrate

Chemical Property:

• Vapor Pressure: 8E-12mmHg at 25°C
• Boiling Point: 542.3°Cat760mmHg
• Flash Point: 236.4°C
• PSA: 35.53000
• Density: 1.12g/cm³
• LogP: 6.70120
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 408.26644501
• Heavy Atom Count: 30
• Complexity: 669

Purity/Quality:

97% ^*data from raw suppliers

ORESTRATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)OC1=CC2=C(C=C1)C3CCC4(C(C3CC2)CCC4OC5=CCCCC5)C
• Isomeric SMILES: CCC(=O)OC1=CC2=C(C=C1)[C@H]3CC[C@]4([C@H]([C@@H]3CC2)CC[C@@H]4OC5=CCCCC5)C

Technology Process of Orestrate

There total 6 articles about Orestrate 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:

1,1-diethoxycyclohexane (1670-47-9) → Propionic acid (8R,9S,13S,14S,17S)-17-(cyclohex-1-enyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester (13885-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: TsOH / dimethylformamide / 160 °C

2: aq. K₂CO₃ / methanol / Heating

3: Py

With pyridine; potassium carbonate; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00260a009

Reference yield:

Estradiol 3-benzoate (50-50-0) → Propionic acid (8R,9S,13S,14S,17S)-17-(cyclohex-1-enyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester (13885-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: TsOH / dimethylformamide / 160 °C

2: aq. K₂CO₃ / methanol / Heating

3: Py

With pyridine; potassium carbonate; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00260a009

Reference yield:

Benzoic acid (8R,9S,13S,14S,17S)-17-(cyclohex-1-enyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester (41622-65-5) → Propionic acid (8R,9S,13S,14S,17S)-17-(cyclohex-1-enyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester (13885-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. K₂CO₃ / methanol / Heating

2: Py

With pyridine; potassium carbonate; In methanol;

DOI:10.1021/jm00260a009

upstream raw materials:

(8R,9S,13S,14S,17S)-17-(Cyclohex-1-enyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-ol

propionyl chloride

1,1-diethoxycyclohexane

Estradiol 3-benzoate