(8R,9S,13S,14S,17R)-17-ethynyl-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Base Information

Chemical Name:(8R,9S,13S,14S,17R)-17-ethynyl-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
CAS No.:22415-44-7
Molecular Formula:C21H26 O3
Molecular Weight:326.436
Hs Code.:
DSSTox Substance ID:DTXSID70945075
Nikkaji Number:J528.981E
Wikidata:Q82922313
ChEMBL ID:CHEMBL1627649
Mol file:22415-44-7.mol

Synonyms:2-methoxyethinyl estradiol

Suppliers and Price of (8R,9S,13S,14S,17R)-17-ethynyl-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
2-Methoxy-17α-ethynylEstradiol
2.5mg
$ 150.00

Medical Isotopes, Inc.
2-Methoxy-17α-ethynylEstradiol
100 mg
$ 2200.00

Total 7 raw suppliers

Chemical Property of (8R,9S,13S,14S,17R)-17-ethynyl-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Chemical Property:

Vapor Pressure:7.21E-10mmHg at 25°C
Refractive Index:1.612
Boiling Point:476°Cat760mmHg
Flash Point:241.7°C
PSA：49.69000
Density:1.22g/cm³
LogP:3.62120
Storage Temp.:-20°C Freezer
Solubility.:Chloroform (Slightly), Pyridine (Slightly), Methanol (Slightly)
XLogP3:3.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:326.18819469
Heavy Atom Count:24
Complexity:551

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxy-17α-ethynylEstradiol ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC12CCC3C(C1CCC2(C#C)O)CCC4=CC(=C(C=C34)OC)O
Isomeric SMILES:C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC(=C(C=C34)OC)O
Uses 2-Methoxy-17α-ethynyl Estradiol is a metabolite of the potent synthetic estrogen 17α-Ethynylestradiol (E685100).

Technology Process of (8R,9S,13S,14S,17R)-17-ethynyl-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

There total 2 articles about (8R,9S,13S,14S,17R)-17-ethynyl-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-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:

: 72-33-3
mestranol

: 57-63-6
ethinyl estradiol

: 26011-40-5
2-hydroxy-mestranol

: 22415-44-7,26011-46-1
17a-Ethynyl-2-methoxyestradiol

: 60134-76-1
[3H]-Ethinylestradiol glucuronide

: 75803-39-3
17-ethynyl-3-hydroxy-1,2,3(10)-estratrien-17β-yl-β-D-glucopyranosiduronate

: 75812-41-8
17-ethynyl-1,2,3(10)-estratrien-3,17β-diyl-β-D-glucopyranosiduronate

Guidance literature:: Product distribution; metabolism in women in dependence on geographic locality;
DOI:10.1016/0039-128X(80)90001-X

Reference yield:

: 362-08-3,7683-30-9
2-methoxyestrone

: 70277-75-7
lithium acetylide

: 22415-44-7,26011-46-1
17a-Ethynyl-2-methoxyestradiol

Guidance literature:: With ethylenediamine; In dimethyl sulfoxide;
DOI:10.1016/0039-128X(74)90150-0

Reference yield:

: 22415-44-7,26011-46-1
17a-Ethynyl-2-methoxyestradiol

: (8R,9S,13S,14S,17R)-3-(2,4-Dinitro-phenylazo)-17-ethynyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-2,17-diol

Guidance literature:: Multi-step reaction with 2 steps

1: BBr₃ / CH₂Cl₂

2: (i) aq. NaIO₄, AcOH, (ii) /BRN= 3636817/

With boron tribromide; In dichloromethane;
DOI:10.1016/0039-128X(74)90150-0