(S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate

Base Information

Chemical Name:(S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate
CAS No.:1373754-45-0
Molecular Formula:C₁₉H₂₃F₄NO₇
Molecular Weight:453.388
Hs Code.:

Synonyms:(S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate

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Chemical Property of (S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate

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Technology Process of (S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate

There total 6 articles about (S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate 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: 99.0%

: 1373754-44-9
(S)-tert-butyl 1-(3,4-bis(difluoromethoxy)phenyl)-4-diazo-3-oxobutan-2-ylcarbamate

: 64-19-7,77671-22-8
acetic acid

: 1373754-45-0
(S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate

Guidance literature:: (S)-tert-butyl 1-(3,4-bis(difluoromethoxy)phenyl)-4-diazo-3-oxobutan-2-ylcarbamate; acetic acid; With hydrogen bromide; In tetrahydrofuran; at 0 ℃; for 0.166667h;

With sodium acetate; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;
DOI:10.1021/jm300119p

Reference yield:

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

: 1373754-45-0
(S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate

Guidance literature:: Multi-step reaction with 4 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

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; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol;
DOI:10.1021/jm300119p

Reference yield:

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

: 1373754-45-0
(S)-4-(3,4-bis(difluoromethoxy)phenyl)-3-(tert-butoxycarbonylamino)-2-oxobutyl acetate

Guidance literature:: Multi-step reaction with 3 steps

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

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

2.2: 2 h

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

3.2: 0.5 h / 20 °C

With isobutyl chloroformate; hydrogen bromide; triethylamine; lithium hydroxide; In tetrahydrofuran;
DOI:10.1021/jm300119p