TESTOSTERONE-16,16,17-D3

Base Information

• Chemical Name: TESTOSTERONE-16,16,17-D3
• CAS No.: 77546-39-5
• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 291.406
• Mol file: 77546-39-5.mol

Synonyms:Testosterone-16,16,17-d₃;

Chemical Property of TESTOSTERONE-16,16,17-D3

Chemical Property:

• Melting Point: 148-150°C
• Boiling Point: 432.925 °C at 760 mmHg
• Flash Point: 184.655 °C
• PSA: 37.30000
• Density: 1.134 g/cm³
• LogP: 3.87920
• Storage Temp.: 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

Testosterone-d3 98 atom % D, analytical standard, for drug analysis ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T,Xn
• Statements: 61-40-20-19-11-60-38-36-20/21/22
• Safety Statements: 53-45-36/37/39-22-36/37-16

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Labelled Testosterone (T155000). Principal hormone of the testes, produced by the interstitial cells. Major circulating androgen; converted by 5α-reductase in androgen-dependent target tissues to 5α-dehydrotestosterone which is required for normal male sexual differentiation. Also converted by aromatization to Estradiol. Controlled substance (anabolic steroid). Androgen. Labelled Testosterone, which is secreted by the testis and is converted to dihydrotestosterone in the target tissue where is appears to mediate many of the biological actions of testosterone. CONTROLLED SUBSTANC

Technology Process of TESTOSTERONE-16,16,17-D3

There total 4 articles about TESTOSTERONE-16,16,17-D3 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: 93.0%

3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy><16,16,17α-(2)H3>androsta-3,4-diene-17β-ol (103708-02-7) → <16,16,17α-(2)H3> testosterone (77546-39-5,171199-96-5)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; for 6.5h; Heating;

Reference yield:

Androstenedione (63-05-8) → <16,16,17α-(2)H3> testosterone (77546-39-5,171199-96-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / CsF / dimethylformamide / 6 h / 150 °C

2: (C₇H₁₅)N⁽¹⁺⁾Cl^(1-), D₂O, NaOD / toluene / 60 °C

3: NaBD₄ / ethanol-d1; H₂O / 20 °C

4: 93 percent / aq H₂SO₄ / tetrahydrofuran / 60 °C

With sodium borodeuteride; deuteriated sodium hydroxide; (C₇H₁₅)N⁽¹⁺⁾Cl^(1-); sulfuric acid; water-d2; cesium fluoride; In tetrahydrofuran; ethyl [2]alcohol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1039/c39860000635

Reference yield:

3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>androsta-3,4-diene-17-one (103708-01-6) → <16,16,17α-(2)H3> testosterone (77546-39-5,171199-96-5)

Guidance literature:

Multi-step reaction with 3 steps

1: (C₇H₁₅)N⁽¹⁺⁾Cl^(1-), D₂O, NaOD / toluene / 60 °C

2: NaBD₄ / ethanol-d1; H₂O / 20 °C

3: 93 percent / aq H₂SO₄ / tetrahydrofuran / 60 °C

With sodium borodeuteride; deuteriated sodium hydroxide; (C₇H₁₅)N⁽¹⁺⁾Cl^(1-); sulfuric acid; water-d2; In tetrahydrofuran; ethyl [2]alcohol; water; toluene;

DOI:10.1039/c39860000635

upstream raw materials:

3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy><16,16,17α-(2)H3>androsta-3,4-diene-17β-ol

Androstenedione

3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>androsta-3,4-diene-17-one

Refernces

• 1、 Jarman, Michael,McCague, Raymond. "Heptafluoro-p-tolyl as a Selective Protecting Group for the Enone Function of Androst-4-ene-3,17-dione: Application to the Preparation of Deuterium-labelled Testosterone". . p. 635 - 636. Retrieved 2007/10/02.