(Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate

Base Information

Chemical Name:(Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate
CAS No.:1448459-83-3
Molecular Formula:C₂₇H₃₀N₄O₄
Molecular Weight:474.56
Hs Code.:

Synonyms:(Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate

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Chemical Property of (Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate

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Technology Process of (Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate

There total 2 articles about (Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate 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: 70.0%

: 55477-80-0
methyl 2-[(tert-butoxycarbonyl)amino]acrylate

: 1448459-81-1
N,N-dibenzyl-5-iodopyrimidin-2-amine

: 1448459-83-3
(Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate

Guidance literature:: With tetrabutyl-ammonium chloride; sodium hydrogencarbonate; tris-(o-tolyl)phosphine; palladium dichloride; In N,N-dimethyl-formamide; at 70 ℃; for 19h; Inert atmosphere;
DOI:10.1016/j.tetlet.2013.06.066

Reference yield:

: 100-39-0
benzyl bromide

: 1448459-83-3
(Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / mineral oil; tetrahydrofuran / 19.5 h / 0 - 20 °C / Inert atmosphere

2: tris-(o-tolyl)phosphine; sodium hydrogencarbonate; tetrabutyl-ammonium chloride; palladium dichloride / N,N-dimethyl-formamide / 19 h / 70 °C / Inert atmosphere

With tetrabutyl-ammonium chloride; sodium hydride; sodium hydrogencarbonate; tris-(o-tolyl)phosphine; palladium dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; 2: |Heck Reaction;
DOI:10.1016/j.tetlet.2013.06.066

Reference yield: 7.0%

: 1448459-83-3
(Z)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)acrylate

: 1448459-87-7
(S)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)propanoate

Guidance literature:: With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; 1,2-bis((2S,5S)-2,5-dimethylphospholano)benzene; In methanol; at 20 ℃; under 26252.6 Torr; Autoclave;
DOI:10.1016/j.tetlet.2013.06.066