17alpha-Vinylestradiol

Base Information

Chemical Name:17alpha-Vinylestradiol
CAS No.:7678-95-7
Molecular Formula:C₂₀H₂₆O₂
Molecular Weight:298.425
Hs Code.:
UNII:MJD6I21YQX
DSSTox Substance ID:DTXSID401016553
Nikkaji Number:J376.718C
Wikidata:Q27284058
ChEMBL ID:CHEMBL1627910

Synonyms:ethenylestradiol;17alpha-Vinylestradiol;17-Vinylestradiol;Estradiol, 17-vinyl-;UNII-MJD6I21YQX;MJD6I21YQX;7678-95-7;19-Nor-17alpha-pregna-1,3,5(10),20-tetraene-3,17-diol;19-Norpregna-1,3,5(10),20-tetraene-3,17-diol, (17alpha)-;19-Norpregna-1,3,5(10),20-tetraene-3,17-diol, (17.alpha.)-;ethenyl estradiol;SCHEMBL1656550;CHEMBL1627910;17.ALPHA.-VINYLESTRADIOL;DTXSID401016553;Q27284058;19-NOR-17.ALPHA.-PREGNA-1,3,5(10),20-TETRAENE-3,17-DIOL

Suppliers and Price of 17alpha-Vinylestradiol

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

Total 3 raw suppliers

Chemical Property of 17alpha-Vinylestradiol

Chemical Property:

XLogP3:4.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:298.193280068
Heavy Atom Count:22
Complexity:461

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC12CCC3C(C1CCC2(C=C)O)CCC4=C3C=CC(=C4)O
Isomeric SMILES:C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C=C)O)CCC4=C3C=CC(=C4)O
General Description 17α-Vinylestradiol is a synthetic estrogen derivative characterized by a vinyl group at the 17α position of the estradiol structure. It serves as a key intermediate or target compound in the synthesis of modified estradiol analogs, such as 17α-E/Z-(X-phenyl)-vinyl estradiols, which are designed for probing the hormone binding domain of the estrogen receptor. The Stille coupling reaction has been employed to introduce diverse functional groups onto the vinyl moiety, enabling the creation of structurally varied estradiol derivatives for research applications.

Technology Process of 17alpha-Vinylestradiol

There total 5 articles about 17alpha-Vinylestradiol 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: 38.0%

: 17α-tri-n-butylstannylvinyl estradiol

: 7678-95-7
17α-vinylestradiol

: 17α-20E-21-(2-trifluoromethylphenyl)-19-norpregna-1,3,5(10),20-tetraene-3,17β-diol

Guidance literature:: 17α-tri-n-butylstannylvinyl estradiol; With dmap; carboxylated polystyrene; dicyclohexyl-carbodiimide; In dichloromethane; for 24h;

2-trifluoromethylphenyl halide; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; In toluene; at 90 - 100 ℃; for 24h;

With sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; for 1h;
DOI:10.1016/S0040-4020(00)00004-1

Reference yield: 38.0%

: 17α-tri-n-butylstannylvinyl estradiol

: 7678-95-7
17α-vinylestradiol

: 17α-20E-21-(2-methylphenyl)-19-norpregna-1,3,5(10),20-tetraene-3,17β-diol

Guidance literature:: 17α-tri-n-butylstannylvinyl estradiol; With dmap; carboxylated polystyrene; dicyclohexyl-carbodiimide; In dichloromethane; for 24h;

2-methylphenyl halide; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; In toluene; at 90 - 100 ℃; for 24h;

With sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; for 1h;
DOI:10.1016/S0040-4020(00)00004-1

Reference yield: 36.0%

: 17α-tri-n-butylstannylvinyl estradiol

: 7678-95-7
17α-vinylestradiol

: (17α,20E)-21-[(4-methoxy)phenyl]-19-norpregna-1,3,5(10),20-tetraene-3,17β-diol

Guidance literature:: 17α-tri-n-butylstannylvinyl estradiol; With dmap; carboxylated polystyrene; dicyclohexyl-carbodiimide; In dichloromethane; for 24h;

4-methoxyphenyl halide; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; In toluene; at 90 - 100 ℃; for 24h;

With sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; for 1h;
DOI:10.1016/S0040-4020(00)00004-1