Testosterone-17beta-carboxylic acid

Base Information

• Chemical Name: Testosterone-17beta-carboxylic acid
• CAS No.: 633-29-4
• Deprecated CAS: 74041-63-7
• Molecular Formula: C20H28O4
• Molecular Weight: 332.43
• Mol file: 633-29-4.mol

Synonyms:testosterone 17 beta-carboxylic acid

Chemical Property of Testosterone-17beta-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.44E-13mmHg at 25°C
• Melting Point: 238-240 °C (decomp)(Solv: methanol (67-56-1))
• Boiling Point: 522°C at 760 mmHg
• PKA: 3.89±0.60(Predicted)
• Flash Point: 283.6°C
• Density: 1.24g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 332.19875937
• Heavy Atom Count: 24
• Complexity: 638

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4(C(=O)O)O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@]4(C(=O)O)O)C

Technology Process of Testosterone-17beta-carboxylic acid

There total 7 articles about Testosterone-17beta-carboxylic acid 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: 82.0%

Cortexolone (152-58-9) → 17α-hydroxyandrost-4-en-3-one-17β-carboxylic acid (633-29-4)

Guidance literature:

With sodium periodate; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

Reference yield: 55.44%

17α-hydroxy-3-oxo-4-androstene-17-carboxylic acid amide (81481-39-2) → 17α-hydroxyandrost-4-en-3-one-17β-carboxylic acid (633-29-4)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 5 - 8 ℃; for 0.166667h;

DOI:10.3987/COM-97-S(N)35

Reference yield:

17β-cyano-17α-hydroxy-4-androsten-3-one (77881-13-1) → 17α-hydroxyandrost-4-en-3-one-17β-carboxylic acid (633-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70.06 percent / conc. H₂SO₄ / tetrahydrofuran / 18 deg C, 12 h; 40 deg C, 10 h

2: 55.44 percent / NaNO₂, 50percent(v/v) H₂SO₄ / H₂O / 0.17 h / 5 - 8 °C

With sulfuric acid; sodium nitrite; In tetrahydrofuran; water;

DOI:10.3987/COM-97-S(N)35

upstream raw materials:

Cortexolone

20-Hydroxy-21-oxo-pregnadien-<4.17(20)>-on-(3)

17α-hydroxy-3-oxo-4-androstene-17-carboxylic acid amide

methanol

Downstream raw materials:

3-[(3R,3aS,5aS,6R,9aS,9bS)-3-Hydroxy-3a,6-dimethyl-3-(4-nitro-3-trifluoromethyl-phenylcarbamoyl)-7-oxo-dodecahydro-cyclopenta[a]naphthalen-6-yl]-propionic acid

N-(3'-trifluoromethyl-4'-nitrophenyl)-17α-hydroxy-3-oxo-4-azaandrost-5-ene-17β-carboxamide

N-(3'-trifluoromethyl-4'-nitrophenyl)-17α-hydroxy-3-oxoandrost-4-ene-17β-carboxamide

Refernces

• 1、 Csanadi,Horvath,Szekeres,Hasko,Ila,Ivanics,Patthy,Salat,Seres,Pallagi,Toth,Szederkenyi,Konya,Tegdes,Bodor,Zubovics, Zoltan. "Etiprednol dicloacetate, a new soft glucocorticoid drug candidate. Development of chemistry". . p. 349 - 359. Retrieved 2007/10/03.
• 2、 -. "Amines useful in producing pharmaceutically active CNS compounds". . . Retrieved 2008/06/13.