(6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate

Base Information

Chemical Name:(6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate
CAS No.:121194-91-0
Molecular Formula:C₂₆H₃₁NO₇
Molecular Weight:469.535
Hs Code.:

Synonyms:(6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate

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Chemical Property of (6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate

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Technology Process of (6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate

There total 8 articles about (6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate 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: 99.0%

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

: 121194-90-9
(6S,7R,8S,8aR)-6,7-Bis-(3,4-dimethoxy-phenyl)-5-oxo-octahydro-indolizine-8-carboxylic acid

: 121194-91-0
(6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate

Guidance literature:: In methanol; diethyl ether; chloroform; at 0 ℃; for 0.5h;

Reference yield:

: 121213-14-7
(E)-6-[(E)-2,3-Bis-(3,4-dimethoxy-phenyl)-acryloylamino]-hex-2-enoic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester

: 121194-91-0
(6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / tert.-butyldimethylsilyl trifluoromethanesulfonate, Et₃N / CH₂Cl₂ / 2 h / -78 - 5 °C

2: 1) KOH / 1) EtOH, reflux

With potassium hydroxide; t-butyldimethylsiyl triflate; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(00)80437-2

Reference yield:

: 52840-52-5,24316-12-9
(E)-2,3-bis(3,4-dimethoxyphenyl)acrylic acid

: 121194-91-0
(6S,7R,8S,8aR)-(+)-methyl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: oxalyl dichloride / CH₂Cl₂ / 4 h / Ambient temperature

2: 100 percent / aq. NaHCO₃ / CH₂Cl₂ / 4 h / Ambient temperature

3: 100 percent / aq. HOAc / 3.5 h / 60 °C

4: 85 percent / acetonitrile / 24 h / Ambient temperature

5: 76 percent / t-butyldimethylsilyl trifluoromethanesulphonate, NEt₃ / CH₂Cl₂ / 2 h / -78 - 5 °C

6: 99 percent / KOH / ethanol / 24 h / Heating

7: 99 percent / CHCl₃; methanol; diethyl ether / 0.5 h / 0 °C

With potassium hydroxide; oxalyl dichloride; t-butyldimethylsiyl triflate; sodium hydrogencarbonate; acetic acid; triethylamine; In methanol; diethyl ether; ethanol; dichloromethane; chloroform; acetonitrile;