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

Base Information

Chemical Name:(S)-tert-butyl 1-(3,4-bis(difluoromethoxy)phenyl)-4-diazo-3-oxobutan-2-ylcarbamate
CAS No.:1373754-44-9
Molecular Formula:C₁₇H₁₉F₄N₃O₅
Molecular Weight:421.349
Hs Code.:

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

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Chemical Property of (S)-tert-butyl 1-(3,4-bis(difluoromethoxy)phenyl)-4-diazo-3-oxobutan-2-ylcarbamate

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Technology Process of (S)-tert-butyl 1-(3,4-bis(difluoromethoxy)phenyl)-4-diazo-3-oxobutan-2-ylcarbamate

There total 5 articles about (S)-tert-butyl 1-(3,4-bis(difluoromethoxy)phenyl)-4-diazo-3-oxobutan-2-ylcarbamate 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:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 1373754-42-7
(S)-3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)propanoic acid

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

Guidance literature:: (S)-3-(3,4-bis(difluoromethoxy)phenyl)-2-(tert-butoxycarbonylamino)propanoic acid; With isobutyl chloroformate; triethylamine; In tetrahydrofuran; at 0 ℃; for 2h;

diazomethane; In tetrahydrofuran; diethyl ether; for 2h;
DOI:10.1021/jm300119p

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2.33 h / 0 - 20 °C

2.1: 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

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

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

4.2: 2 h

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; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm300119p

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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