15-Carboxymethyltestosterone

Base Information

• Chemical Name: 15-Carboxymethyltestosterone
• CAS No.: 65423-15-6
• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.467
• DSSTox Substance ID: DTXSID00984038
• Nikkaji Number: J355.533J
• Wikidata: Q82971075
• Mol file: 65423-15-6.mol

Synonyms:15-carboxymethyltestosterone;15alpha-CMT;15beta-CMT

Chemical Property of 15-Carboxymethyltestosterone

Chemical Property:

• Vapor Pressure: 5.43E-14mmHg at 25°C
• Boiling Point: 541.7°C at 760 mmHg
• Flash Point: 295.5°C
• PSA: 74.60000
• Density: 1.21g/cm³
• LogP: 3.58000
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 346.21440943
• Heavy Atom Count: 25
• Complexity: 638

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2CCC4(C3C(CC4O)CC(=O)O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3[C@H](C[C@@H]4O)CC(=O)O)C

Technology Process of 15-Carboxymethyltestosterone

There total 4 articles about 15-Carboxymethyltestosterone 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: 12.0%

15α-ethoxycarbonylmethyltestosterone (85234-13-5) → 15α-Carboxymethyltestosterone (65423-15-6)

Guidance literature:

With sodium hydroxide; In ethanol; Ambient temperature;

DOI:10.1016/0039-128X(82)90037-X

Reference yield:

15α-ethoxycarbonylmethyl-4-androstene-3,17-dione (85234-11-3) → 15α-Carboxymethyltestosterone (65423-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / NaBH₄ / ethanol / -20 - -15 °C

2: 12 percent / 1N NaOH / ethanol / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; In ethanol;

DOI:10.1016/0039-128X(82)90037-X

Reference yield:

15-bis(ethoxycarbonyl)methyl-3β-hydroxy-5-androsten-17-one → 15α-Carboxymethyltestosterone (65423-15-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 26 percent / CrO₃, aq. H₂SO₄ / acetone / 0.17 h / -5 - 0 °C

2: 1) 30percent H₂SO₄ / 1) HOAc, 70 deg C, 2) nitrobenzene, 140 deg C

3: 62 percent / NaBH₄ / ethanol / -20 - -15 °C

4: 12 percent / 1N NaOH / ethanol / Ambient temperature

With chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; In ethanol; acetone;

DOI:10.1016/0039-128X(82)90037-X

upstream raw materials:

15α-ethoxycarbonylmethyltestosterone

15α-ethoxycarbonylmethyl-4-androstene-3,17-dione

15α-bis(ethoxycarbonyl)methyl-4-androstene-3,17-dione

Refernces