(S)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)propanoate

Base Information

Chemical Name:(S)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)propanoate
CAS No.:1448459-87-7
Molecular Formula:C₂₇H₃₂N₄O₄
Molecular Weight:476.575
Hs Code.:

Synonyms:(S)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)propanoate

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Chemical Property of (S)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)propanoate

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Technology Process of (S)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)propanoate

There total 3 articles about (S)-methyl 2-(tert-butoxycarbonylamino)-3-(2-(dibenzylamino)pyrimidin-5-yl)propanoate 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: 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

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 3 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

3: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,2-bis((2S,5S)-2,5-dimethylphospholano)benzene; hydrogen / methanol / 20 °C / 26252.6 Torr / Autoclave

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; tetrabutyl-ammonium chloride; hydrogen; sodium hydride; sodium hydrogencarbonate; 1,2-bis((2S,5S)-2,5-dimethylphospholano)benzene; tris-(o-tolyl)phosphine; palladium dichloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil; 2: |Heck Reaction;
DOI:10.1016/j.tetlet.2013.06.066

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,2-bis((2S,5S)-2,5-dimethylphospholano)benzene; hydrogen / methanol / 20 °C / 26252.6 Torr / Autoclave

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; 1,2-bis((2S,5S)-2,5-dimethylphospholano)benzene; tris-(o-tolyl)phosphine; palladium dichloride; In methanol; N,N-dimethyl-formamide; 1: |Heck Reaction;
DOI:10.1016/j.tetlet.2013.06.066