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

Base Information

Chemical Name:diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butynyl>benzoyl-L-glutamate
CAS No.:220545-86-8
Molecular Formula:C₃₉H₄₇N₅O₉
Molecular Weight:729.83
Hs Code.:

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

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

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

There total 5 articles about diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butynyl>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: 78.0%

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

: 220545-83-5
6-(N-3-butynylamino-N-4-methoxybenzyl)-5-formyl-4-methoxy-2-pivaloylaminopyrimidine

: 220545-86-8
diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butynyl>benzoyl-L-glutamate

Guidance literature:: With copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine; In acetonitrile; for 36h; Ambient temperature;
DOI:10.1016/S0040-4020(98)01060-6

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 220545-86-8
diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butynyl>benzoyl-L-glutamate

Guidance literature:: Multi-step reaction with 5 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: 78 percent / palladium acetate, PPh₃, CuI, Et₃N / acetonitrile / 36 h / Ambient temperature

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

Reference yield:

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

: 220545-86-8
diethyl N-<4-<4-(5-formyl-4-methoxy-2-pivaloylaminopyrimidin-4-yl)-N-4-methoxybenzylamino>-1-butynyl>benzoyl-L-glutamate

Guidance literature:: Multi-step reaction with 4 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: 78 percent / palladium acetate, PPh₃, CuI, Et₃N / acetonitrile / 36 h / Ambient temperature

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