2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole

Base Information

Chemical Name:2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole
CAS No.:540475-61-4
Molecular Formula:C₂₉H₃₃BrN₂O₂
Molecular Weight:521.497
Hs Code.:

Synonyms:2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole

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Chemical Property of 2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole

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Technology Process of 2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole

There total 7 articles about 2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole 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: 48.0%

: 622-88-8,41931-18-4
4-bromophenylhydrazine hydrochloride

: (8S,9S,10R,11S,13S,14S,17S)-11,17-Dihydroxy-2-[1-hydroxy-meth-(Z)-ylidene]-10,13-dimethyl-17-prop-1-ynyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

: 540475-61-4
2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole

Guidance literature:: With sodium acetate; acetic acid; In water; ethyl acetate; at 20 ℃;
DOI:10.1016/S0039-128X(02)00171-X

Reference yield:

: 50-23-7
HYDROCORTISONE

: 540475-61-4
2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaBH₄ / CH₂Cl₂; ethanol / 2 h

1.2: 100 percent / NaIO₄ / acetone / 20 °C

2.1: 97 percent / p-TsOH*H₂O / toluene / 4 h / Heating; removing water

3.1: tetrahydrofuran / 20 °C

3.2: 52 percent / aq. NaOAc; AcOH / methanol / 1 h / Heating

4.1: NaH (60 percent); MeOH / toluene; pyridine

5.1: 48 percent / aq. NaOAc; AcOH / H₂O; ethyl acetate / 20 °C

With methanol; sodium tetrahydroborate; sodium acetate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; pyridine; ethanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1016/S0039-128X(02)00171-X

Reference yield:

: 382-44-5
(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione

: 540475-61-4
2'-(4-bromophenyl)-17α-(1-propyn-1-yl)-11β,17β-dihydroxy-androst-4-eno[3,2-c]pyrazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / p-TsOH*H₂O / toluene / 4 h / Heating; removing water

2.1: tetrahydrofuran / 20 °C

2.2: 52 percent / aq. NaOAc; AcOH / methanol / 1 h / Heating

3.1: NaH (60 percent); MeOH / toluene; pyridine

4.1: 48 percent / aq. NaOAc; AcOH / H₂O; ethyl acetate / 20 °C

With methanol; sodium acetate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; pyridine; water; ethyl acetate; toluene;
DOI:10.1016/S0039-128X(02)00171-X