3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]pyrazole

Base Information

• Chemical Name: 3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]pyrazole
• CAS No.: 866423-10-1
• Molecular Formula: C₃₂H₃₃N₃O₃
• Molecular Weight: 507.632

Synonyms:3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]pyrazole

Chemical Property of 3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]pyrazole

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Technology Process of 3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]pyrazole

There total 6 articles about 3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]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: 18.0%

3-O-benzylestra-1,3,5(10)-triene[17,16-c](5'-carboxylic acid)pyrazole (769957-35-9) + furan-2-ylmethanamine (617-89-0) → 3-O-benzylestra-1,3,5(10)-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]pyrazole (866423-10-1)

Guidance literature:

3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c](5'-carboxylic acid)pyrazole; With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

furan-2-ylmethanamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm050348a

Reference yield:

3-O-benzylestra-1,3,5(10)-triene[17,16-c](5'-carboxylic acid ethyl ester)pyrazole (769957-34-8) → 3-O-benzylestra-1,3,5(10)-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]pyrazole (866423-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / aq. NaOH / ethanol / 0.5 h / Heating

2.1: NEt₃; EDC; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 18 percent / CH₂Cl₂ / 24 h / 20 °C

With dmap; sodium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jm050348a

Reference yield:

3-O-benzyl-16-(1'-hydroxy-2'-carboxylic acid ethyl ester-ethylidene)estrone (882045-34-3) → 3-O-benzylestra-1,3,5(10)-triene[17,16-c][5'-(furan-2''-ylmethyl)carbamoyl]pyrazole (866423-10-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrazine hydrate / ethanol; CH₂Cl₂ / 0.25 h / Heating

1.2: 79 percent / p-toluenesulfonic acid monohydrate / ethanol / 0.08 h / Heating

2.1: 99 percent / aq. NaOH / ethanol / 0.5 h / Heating

3.1: NEt₃; EDC; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

3.2: 18 percent / CH₂Cl₂ / 24 h / 20 °C

With dmap; sodium hydroxide; hydrazine hydrate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jm050348a

upstream raw materials:

3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c](5'-carboxylic acid)pyrazole

furan-2-ylmethanamine

3-O-benzylestra-1,3,5⁽¹⁰⁾-triene[17,16-c](5'-carboxylic acid ethyl ester)pyrazole

3-O-benzyl-16-(1'-hydroxy-2'-carboxylic acid ethyl ester-ethylidene)estrone

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