(Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)acrylate

Base Information

Chemical Name:(Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)acrylate
CAS No.:1373754-40-5
Molecular Formula:C₁₇H₁₉F₄NO₆
Molecular Weight:409.335
Hs Code.:

Synonyms:(Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)acrylate

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Chemical Property of (Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)acrylate

Chemical Property:

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Technology Process of (Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)acrylate

There total 1 articles about (Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)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: 93.9%

: 127842-54-0
3,4-bis-(difluoromethoxy)-benzaldehyde

: 121056-95-9,89524-98-1
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

: 1373754-40-5
(Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)acrylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 2.33333h;
DOI:10.1021/jm300119p

Reference yield: 95.78%

: 1373754-40-5
(Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)acrylate

: 1373754-41-6
(S)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate

Guidance literature:: With (1R,2S)-2-tert-butyl-1-((1R,2S)-2-tertbutyl-2,3-dihydro-1H-isophosphindol-1-yl)-2,3-dihydro-1H-isophosphindole; hydrogen; In methanol; for 2h; under 2585.81 Torr; enantioselective reaction; Sealed tube;
DOI:10.1021/jm300119p

Reference yield:

: 1373754-40-5
(Z)-methyl 3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)acrylate

: 1373754-48-3
(2S,3S)-4-(3,4-bis-(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-hydroxybutyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen; (1R,2S)-2-tert-butyl-1-((1R,2S)-2-tertbutyl-2,3-dihydro-1H-isophosphindol-1-yl)-2,3-dihydro-1H-isophosphindole / methanol / 2 h / 2585.81 Torr / Sealed tube

2.1: lithium hydroxide / tetrahydrofuran / 1.5 h / 0 °C

3.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 2 h / 0 °C

3.2: 2 h

4.1: hydrogen bromide / tetrahydrofuran / 0.17 h / 0 °C

4.2: 0.5 h / 20 °C

5.1: lithium tri-t-butoxyaluminum hydride / methanol; tetrahydrofuran; ethanol / 1.25 h / -78 - 20 °C

With (1R,2S)-2-tert-butyl-1-((1R,2S)-2-tertbutyl-2,3-dihydro-1H-isophosphindol-1-yl)-2,3-dihydro-1H-isophosphindole; isobutyl chloroformate; hydrogen bromide; hydrogen; lithium tri-t-butoxyaluminum hydride; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; ethanol;
DOI:10.1021/jm300119p