(E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate

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Chemical Name:(E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate
CAS No.:220545-64-2
Molecular Formula:C₃₉H₄₉N₅O₉
Molecular Weight:731.846
Hs Code.:

Synonyms:(E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate

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Chemical Property of (E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate

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Technology Process of (E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate

There total 6 articles about (E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate 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: 65.0%

: 116387-21-4
4-iodobenzoyl-L-glutamic acid diethyl ester

: 220545-62-0
6-(N-3-butenylamino-N-4-methoxybenzyl)-5-formyl-4-methoxy-2-pivaloylaminopyrimidine

: 220545-64-2
(E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate

Guidance literature:: With copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine; In acetonitrile; at 55 ℃; for 96h;
DOI:10.1016/S0040-4020(98)01060-6

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 220545-64-2
(E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Et₃N, 3.) NaBH₄ / 1.) MeOH, room temperature, 1 h, 2.) room temperature, 1 h, 3.) 0 deg C, 1 h

2: 98 percent / Et₃N / ethanol / 6 h / Heating

3: 80 percent / methanol / 3.5 h / Heating

4: 83 percent / DMAP / toluene / 48 h / Heating

5: 94 percent / H₂ / Pd/BaSO₄ / pyridine / 5 h / 760 Torr / Ambient temperature

6: 65 percent / palladium acetate, PPh₃, CuI, Et₃N / acetonitrile / 96 h / 55 °C

With dmap; sodium tetrahydroborate; copper(l) iodide; hydrogen; palladium diacetate; triethylamine; triphenylphosphine; Pd-BaSO₄; In pyridine; methanol; ethanol; toluene; acetonitrile;
DOI:10.1016/S0040-4020(98)01060-6

Reference yield:

: 146980-79-2
N-(4-methoxybenzyl)-4-amino-1-butyne

: 220545-64-2
(E)-diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butenyl>benzoyl-L-glutamate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / Et₃N / ethanol / 6 h / Heating

2: 80 percent / methanol / 3.5 h / Heating

3: 83 percent / DMAP / toluene / 48 h / Heating

4: 94 percent / H₂ / Pd/BaSO₄ / pyridine / 5 h / 760 Torr / Ambient temperature

5: 65 percent / palladium acetate, PPh₃, CuI, Et₃N / acetonitrile / 96 h / 55 °C

With dmap; copper(l) iodide; hydrogen; palladium diacetate; triethylamine; triphenylphosphine; Pd-BaSO₄; In pyridine; methanol; ethanol; toluene; acetonitrile;
DOI:10.1016/S0040-4020(98)01060-6