3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol

Base Information

Chemical Name:3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol
CAS No.:1310052-33-5
Molecular Formula:C₃₀H₃₈FN₃O₃
Molecular Weight:507.648
Hs Code.:

Synonyms:3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol

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Chemical Property of 3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol

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Technology Process of 3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol

There total 5 articles about 3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol 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: 85.0%

: 766-98-3
1-ethynyl-4-fluorobenzene

: 1310052-06-2
3β-acetoxy-16β-(azidomethyl)androst-5-en-17β-ol

: 1310052-33-5
3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; In dichloromethane; water; at 20 ℃; regioselective reaction;
DOI:10.3390/molecules16064786

Reference yield:

: 2405-43-8
3β-hydroxy-16-(hydroxymethylene)androst-5-en-17-one

: 1310052-33-5
3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine

2: potassium borohydride; acetic acid / methanol; ethanol / pH 6 - 8

3: pyridine

4: sodium azide / N,N-dimethyl-formamide / 6 h / 70 °C

5: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate / dichloromethane; water / 20 °C

With pyridine; sodium azide; copper(ll) sulfate pentahydrate; potassium borohydride; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; acetic acid; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 5: Huisgen 1,3-dipolar cycloaddition;
DOI:10.3390/molecules16064786

Reference yield:

: 37492-77-6
16β-hydroxymethylandrost-5-ene-3β,17β-diol 3-acetate

: 1310052-33-5
3β-acetoxy-16β-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-ylmethyl]androst-5-en-17β-ol

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine

2: sodium azide / N,N-dimethyl-formamide / 6 h / 70 °C

3: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate / dichloromethane; water / 20 °C

With pyridine; sodium azide; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; In dichloromethane; water; N,N-dimethyl-formamide; 3: Huisgen 1,3-dipolar cycloaddition;
DOI:10.3390/molecules16064786