17beta-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one

Base Information

• Chemical Name: 17beta-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one
• CAS No.: 1039-17-4
• Molecular Formula: C20H28O2
• Molecular Weight: 300.441
• Hs Code.: 2937290018
• European Community (EC) Number: 213-864-0
• NSC Number: 3356
• UNII: DL21KQ84H4
• DSSTox Substance ID: DTXSID60908659
• Nikkaji Number: J208.705G
• Wikidata: Q27115879
• Mol file: 1039-17-4.mol

Synonyms:1039-17-4;DELTA9(11)-Methyltestosterone;17beta-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one;17b-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one;9-Dehydromethyltestosterone;UNII-DL21KQ84H4;DL21KQ84H4;(8S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-3-one;NSC-3356;EINECS 213-864-0;4,9(11)-Androstadien-17alpha-methyl-17beta-ol-3-one;Androsta-4,9(11)-dien-3-one, 17-hydroxy-17-methyl-, (17.beta.)-;9(11)-Dehydro-17-methyl-testosterone;Testosterone, 9(11)-dehydro-17-methyl-;U 5261;17-hydroxy-17-methylandrosta-4,9(11)-dien-3-one;SCHEMBL10390166;CHEBI:34182;DTXSID60908659;NSC3356;NSC 3356;.DELTA.9-11-METHYLTESTOSTERONE;9,11-Didehydro-17alpha-methyltestosterone;CS-0440093;M0638;U-5261;A800847;J-001067;Q27115879;4, 9(11)-Androstadien-17alpha-methyl-17beta-ol-3-one;17beta-hydroxy-17alpha-methylandrosta-4,9(11)-dien-3-one;17.ALPHA.-METHYL-4,9(11)-ANDROSTADIEN-17.BETA.-OL-3-ONE;17.BETA.-HYDROXY-17-METHYLANDROST-4,9(11)-DIEN-3-ONE;17.BETA.-HYDROXY-17-METHYLANDROSTA-4,9(11)-DIEN-3-ONE;4,9(11)-ANDROSTADIEN-17.ALPHA.-METHYL-17.BETA.-OL-3-ONE;ANDROSTA-4,9(11)-DIENE-17.ALPHA.-METHYL-17.BETA.-OL-3-ONE;(1S,3aS,3bS,9aS,11aS)-1-hydroxy-1,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,11H,11aH-cyclopenta[a]phenanthren-7-one;(8S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-1,2,6,7,8,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one;(8S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-6,7,8,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one;ANDROSTA-4,9(11)-DIEN-3-ONE, 17-HYDROXY-17-METHYL-, (17.BETA.)-ANDROSTA-4,9(11)-DIEN-3-ONE, 17.BETA.-HYDROXY-17-METHYL-

Chemical Property of 17beta-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one

Chemical Property:

• Vapor Pressure: 6.38E-10mmHg at 25°C
• Melting Point: 169 °C
• Refractive Index: 1.572
• Boiling Point: 448.3 °C at 760 mmHg
• PKA: 15.01±0.60(Predicted)
• Flash Point: 191 °C
• PSA: 37.30000
• Density: 1.13g/cm³
• LogP: 4.18940
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 300.208930132
• Heavy Atom Count: 22
• Complexity: 601

Purity/Quality:

98%,99%, ^*data from raw suppliers

17b-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn,F
• Hazard Codes: Xi,Xn,F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2=CCC4(C3CCC4(C)O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3C2=CC[C@]4([C@H]3CC[C@]4(C)O)C

Technology Process of 17beta-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one

There total 7 articles about 17beta-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one 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:

17β-hydroxy-17α-methyl-11α-(toluene-4-sulfonyloxy)-androst-4-en-3-one (1061-58-1) → Δ9(11)-methyltestosterone (1039-17-4)

Guidance literature:

With ethanol; sodium formate;

DOI:10.1021/ja01583a072

Reference yield:

11α,17β-Dihydroxy-17α-methylandrost-4-en-3-one (1807-02-9) → Δ9(11)-methyltestosterone (1039-17-4)

Guidance literature:

Multi-step reaction with 2 steps

2: sodium formate; ethanol

With ethanol; sodium formate;

DOI:10.1021/ja01583a072

Reference yield:

methylmagnesium bromide (75-16-1) + 3-pyrrolidino-androsta-3,5,9(11)-trien-17-one (16321-34-9) → Δ9(11)-methyltestosterone (1039-17-4)

Guidance literature:

nachfolgende Umsetzung mit wss.NaOH;

DOI:10.1021/ja01583a072

upstream raw materials:

17β-hydroxy-17α-methyl-11α-(toluene-4-sulfonyloxy)-androst-4-en-3-one

11β-hydroxy-17α-methyltestosterone

methylmagnesium bromide

3-pyrrolidino-androsta-3,5,9⁽¹¹⁾-trien-17-one