(1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-Hydroxyprop-1-ynyl)-7,11-dimethylpentacyclo[8.8.0.02,7.03,5.011,16]octadec-17-ene-6,14,16-triol

Base Information

Chemical Name:(1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-Hydroxyprop-1-ynyl)-7,11-dimethylpentacyclo[8.8.0.02,7.03,5.011,16]octadec-17-ene-6,14,16-triol
CAS No.:108674-97-1
Molecular Formula:C₂₃H₃₂O₄
Molecular Weight:372.505
Hs Code.:
DSSTox Substance ID:DTXSID90550706
Wikidata:Q82430134
Mol file:108674-97-1.mol

Synonyms:108674-97-1;(1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-Hydroxyprop-1-ynyl)-7,11-dimethylpentacyclo[8.8.0.02,7.03,5.011,16]octadec-17-ene-6,14,16-triol;DTXSID90550706;J-002178;(2S,4aR,4bS,6aS,7S,7aS,8aS,8bS,10aR)-7-(3-Hydroxyprop-1-yn-1-yl)-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7,7a,8,8a,8b,8c-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthrene-2,7,10a(1H)-triol;3beta,5beta,17beta-Trihydroxy-17alpha-(3-hydroxy-1-propynyl)-15beta,16beta-methylene-5beta-androst-6-en-17-one

Suppliers and Price of (1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-Hydroxyprop-1-ynyl)-7,11-dimethylpentacyclo[8.8.0.02,7.03,5.011,16]octadec-17-ene-6,14,16-triol

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

Medical Isotopes, Inc.
3β,5β,17β-Trihydroxy-17α-(3-hydroxy-1-propynyl)-15β,16β-methylene-5β-androst-6-en-17-one
10 mg
$ 650.00

Total 0 raw suppliers

Chemical Property of (1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-Hydroxyprop-1-ynyl)-7,11-dimethylpentacyclo[8.8.0.02,7.03,5.011,16]octadec-17-ene-6,14,16-triol

Chemical Property:

PSA：80.92000
LogP:1.86360
XLogP3:1.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:372.23005950
Heavy Atom Count:27
Complexity:763

Purity/Quality:: 3β,5β,17β-Trihydroxy-17α-(3-hydroxy-1-propynyl)-15β,16β-methylene-5β-androst-6-en-17-one ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC12CCC(CC1(C=CC3C2CCC4(C3C5CC5C4(C#CCO)O)C)O)O
Isomeric SMILES:C[C@]12CC[C@@H](C[C@]1(C=C[C@@H]3[C@@H]2CC[C@]4([C@H]3[C@@H]5C[C@@H]5[C@]4(C#CCO)O)C)O)O
Uses 3β,5β,17β-Trihydroxy-17α-(3-hydroxy-1-propynyl)-15β,16β-Methylene-5β-androst-6-en-17-one can be used in the preparation of Drospirenone (D453200).

Technology Process of (1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-Hydroxyprop-1-ynyl)-7,11-dimethylpentacyclo[8.8.0.02,7.03,5.011,16]octadec-17-ene-6,14,16-triol

There total 1 articles about (1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-Hydroxyprop-1-ynyl)-7,11-dimethylpentacyclo[8.8.0.02,7.03,5.011,16]octadec-17-ene-6,14,16-triol 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: 82.5%

: 107-19-7
propargyl alcohol

: 82543-15-5
3β,5-dihydroxy-15β,16β-methylene-5β-androst-6-en-17-one

: 108674-97-1
17α-(3-hydroxypropynyl)-15β,16β-methylene-5β-androst-6-ene-3β,5,17β-triol

Guidance literature:: With potassium ethoxide; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1021/jm00391a023

Reference yield:

: 108674-97-1
17α-(3-hydroxypropynyl)-15β,16β-methylene-5β-androst-6-ene-3β,5,17β-triol

: 67372-69-4
15β,16β-methylene-3-oxo-17α-pregna-4,6-diene-21,17-carbolactone

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Raney nickel / tetrahydrofuran; methanol / 760 Torr

2: CrO₃, pyridine, H₂O / 18 h / 70 °C

With pyridine; chromium(VI) oxide; water; hydrogen; nickel; In tetrahydrofuran; methanol;
DOI:10.1021/jm00391a023

Reference yield:

: 108674-97-1
17α-(3-hydroxypropynyl)-15β,16β-methylene-5β-androst-6-ene-3β,5,17β-triol

: 89948-36-7,87952-98-5
Mespirenone

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Raney nickel / tetrahydrofuran; methanol / 760 Torr

2: CrO₃, pyridine, H₂O / 18 h / 70 °C

3: 70 percent / methanol; H₂O / 18 h / 50 °C

4: 44 percent / DDQ / benzene / 24 h / Heating

With pyridine; chromium(VI) oxide; water; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel; In tetrahydrofuran; methanol; water; benzene;
DOI:10.1021/jm00391a023