ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate

Base Information

Chemical Name:ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate
CAS No.:126686-02-0
Molecular Formula:C₁₄H₁₁N₃O₅
Molecular Weight:301.258
Hs Code.:
Mol file:126686-02-0.mol

Synonyms:ethyl 2-diazo-3-oxo-4-(N-phthalimido)-butanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate

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Technology Process of ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate

There total 5 articles about ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate 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: 92.0%

: 1074-82-4
potassium phtalimide

: 188475-10-7
4-bromo-2-diazo-3-oxobutyric acid ethyl ester

: 126686-02-0
ethyl 2-diazo-3-oxo-4-(N-phthalimido)-butanoate

Guidance literature:: In N,N-dimethyl-formamide; at 0 ℃; for 2.5h;
DOI:10.1016/S0040-4020(96)01194-5

Reference yield: 52.0%

: 13855-80-6
ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate

: 126686-02-0
ethyl 2-diazo-3-oxo-4-(N-phthalimido)-butanoate

Guidance literature:: With p-(acetylamino)phenyl azide; triethylamine; In acetonitrile; 1.) 0 deg C, 1.5 h, 2.) 25 deg C, 12 h;
DOI:10.1016/S0040-4020(01)90369-2

Reference yield:

: 4702-13-0
N-phthaloylglycine

: 126686-02-0
ethyl 2-diazo-3-oxo-4-(N-phthalimido)-butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 14 h / Ambient temperature

2: 1.) isopropyl magnesium chloride / 1.) a) 0 deg C, 30 min, b) 25 deg C, 45 min, c) 40 deg C, 30 min, 2.) THF, a) 0 deg C, b) room temperature, 4 h

3: 52 percent / p-acetamidobenzene azide, Et₃N / acetonitrile / 1.) 0 deg C, 1.5 h, 2.) 25 deg C, 12 h

With p-(acetylamino)phenyl azide; isopropylmagnesium chloride; triethylamine; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4020(01)90369-2