diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate

Base Information

Chemical Name:diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate
CAS No.:439100-97-7
Molecular Formula:C₂₂H₂₉N₃O₈
Molecular Weight:463.488
Hs Code.:

Synonyms:diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate

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Chemical Property of diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate

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Technology Process of diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate

There total 4 articles about diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate 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: 98.0%

: 439100-76-2
diethyl 2-[1-benzyloxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-2-tert-butoxycarbonylamino-malonate

: 439100-97-7
diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 0 ℃; for 0.75h;
DOI:10.1016/S0040-4020(02)00021-2

Reference yield:

: 529-28-2
4-iodoanisol

: 439100-97-7
diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyl lithium / tetrahydrofuran; hexane / 0.12 h / -78 °C

1.2: zinc chloride / tetrahydrofuran; hexane / -78 - 20 °C

1.3: Pd(PPh₃)4 / tetrahydrofuran; hexane; dimethylformamide / 2 h / 80 °C

2.1: iodine monochloride; potassium carbonate / CH₂Cl₂ / 1 h / 20 °C

3.1: n-butyl lithium / tetrahydrofuran; hexane / 0.2 h / -78 °C

3.2: 70 percent / tetrahydrofuran / 1 h / -78 °C

4.1: 98 percent / hydrogen / 10 percent palladium on carbon / methanol / 0.75 h / 0 °C

With n-butyllithium; hydrogen; Iodine monochloride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.3: Negishi cross-coupling;
DOI:10.1016/S0040-4020(02)00021-2

Reference yield:

: 217313-01-4
1-Benzyloxy-5-(2-methoxy-phenyl)-1H-pyrazole

: 439100-97-7
diethyl 2-tert-butoxycarbonylamino-2-[1-hydroxy-5-(2-methoxyphenyl)-pyrazol-4-yl]-malonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: iodine monochloride; potassium carbonate / CH₂Cl₂ / 1 h / 20 °C

2.1: n-butyl lithium / tetrahydrofuran; hexane / 0.2 h / -78 °C

2.2: 70 percent / tetrahydrofuran / 1 h / -78 °C

3.1: 98 percent / hydrogen / 10 percent palladium on carbon / methanol / 0.75 h / 0 °C

With n-butyllithium; hydrogen; Iodine monochloride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1016/S0040-4020(02)00021-2