2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester

Base Information

Chemical Name:2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester
CAS No.:128217-93-6
Molecular Formula:C₄₂H₃₇N₃O₉
Molecular Weight:727.77
Hs Code.:

2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester

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Chemical Property of 2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester

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Technology Process of 2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester

There total 8 articles about 2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester 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:

: 63-84-3,90638-38-3
dopa

: 128217-93-6,128217-94-7
2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂ / 48 h / Ambient temperature

2: 1.) NaHCO₃, 2.) K₂CO₃, NaI / 1.) water, THF, overnight, 2.) ethanol, reflux, 4 h

3: 94 percent / nitric acid (d = 1.4) / acetic acid / 2 h / 0 °C

4: 88 percent / iron powder, glacial acetic acid / 3 h / 90 - 100 °C

5: 1.) NaH / 1.) THF, 30 min, 2.) reflux, 72 h

With thionyl chloride; nitric acid; iron; sodium hydride; sodium hydrogencarbonate; potassium carbonate; acetic acid; sodium iodide; In acetic acid;
DOI:10.1021/jo00301a008

Reference yield:

: 22509-74-6
N-ethoxycarbonylphthalimide

: 128217-93-6,128217-94-7
2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / Na₂CO₃ / H₂O / 5 h / Ambient temperature

2: 96 percent / bromine, red phosphorous / CCl₄ / Heating; 6-8 h

3: 100 percent / NaHCO₃ / dimethylformamide / Ambient temperature; overnight

4: 1.) NaH / 1.) THF, 30 min, 2.) reflux, 72 h

With phosphorus; bromine; sodium hydride; sodium hydrogencarbonate; sodium carbonate; In tetrachloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00301a008

Reference yield:

: 3130-75-4
4-phthalimidobutyric acid

: 128217-93-6,128217-94-7
2-[6,7-Bis-benzyloxy-3-(2,5-dioxo-pyrrolidin-1-yl)-2-oxo-3,4-dihydro-2H-quinolin-1-yl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / bromine, red phosphorous / CCl₄ / Heating; 6-8 h

2: 100 percent / NaHCO₃ / dimethylformamide / Ambient temperature; overnight

3: 1.) NaH / 1.) THF, 30 min, 2.) reflux, 72 h

With phosphorus; bromine; sodium hydride; sodium hydrogencarbonate; In tetrachloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00301a008