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 methyl 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 methyl ester
CAS No.:128217-95-8
Molecular Formula:C₄₀H₃₅N₃O₉
Molecular Weight:701.733
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 methyl 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 methyl 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 methyl 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 methyl 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

: 128217-95-8,128217-96-9
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 methyl 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

: 128217-95-8,128217-96-9
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 methyl 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 / thionyl chloride / 48 h / Ambient temperature

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

With phosphorus; thionyl chloride; bromine; sodium hydride; sodium carbonate; In tetrachloromethane; water;
DOI:10.1021/jo00301a008

Reference yield:

: 3130-75-4
4-phthalimidobutyric acid

: 128217-95-8,128217-96-9
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 methyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

2: 100 percent / thionyl chloride / 48 h / Ambient temperature

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

With phosphorus; thionyl chloride; bromine; sodium hydride; In tetrachloromethane;
DOI:10.1021/jo00301a008