6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic acid methyl ester

Base Information

Chemical Name:6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic acid methyl ester
CAS No.:197891-70-6
Molecular Formula:C₂₈H₃₀N₂O₈
Molecular Weight:522.555
Hs Code.:

Synonyms:6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic acid methyl ester

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Chemical Property of 6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic acid methyl ester

Chemical Property:

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Technology Process of 6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic acid methyl ester

There total 7 articles about 6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic 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: 85.0%

: 136918-14-4,85-41-6
phthalimide

: 197891-69-3
C₂₀H₂₇NO₇

: 197891-70-6
6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic acid methyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jm981026s

Reference yield:

: 136918-14-4,85-41-6
phthalimide

: 1634-04-4
tert-butyl methyl ether

: 1972-28-7,218603-74-8
diethylazodicarboxylate

: 197891-70-6
6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic acid methyl ester

Guidance literature:: With triphenylphosphine; In tetrahydrofuran;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 197891-70-6
6-(Benzyloxycarbonyl-tert-butoxycarbonyl-amino)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hex-2E-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N, DMAP / acetonitrile / Ambient temperature

2: TsOH*pyridine, water / acetone / 45 °C

3: 70 percent / piperidine / acetonitrile / Ambient temperature

4: 85 percent / diethyl azodicarboxylate, PPh₃ / tetrahydrofuran / Ambient temperature

With piperidine; dmap; water; pyridinium p-toluenesulfonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; acetone; acetonitrile;
DOI:10.1021/jm981026s