di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate

Base Information

Chemical Name:di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate
CAS No.:1292810-12-8
Molecular Formula:C₂₇H₃₇NO₆S₂
Molecular Weight:535.726
Hs Code.:

Synonyms:di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate

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Chemical Property of di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate

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Technology Process of di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate

There total 3 articles about di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate 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: 97.0%

: 118-72-9
2,6-dimethylbenzene-1-thiol

: 1292810-19-5
cis-di-tert-butyl 1-tosylaziridine-2,3-dicarboxylate

: 1292810-12-8
di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate

Guidance literature:: cis-di-tert-butyl 1-tosylaziridine-2,3-dicarboxylate; With (1R,2R)-2-(tert-butyldiphenylsilyloxy)-N-(dipyrrolidin-1-ylmethylene)-2,3-dihydro-1H-inden-1-amine; In di-isopropyl ether; at -50 ℃; for 0.5h; Inert atmosphere;

2,6-dimethylbenzene-1-thiol; In di-isopropyl ether; at -50 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1039/c0cc05840h

Reference yield:

: 1292810-29-7
cis-di-tert-butyl 1-benzhydrylaziridine-2,3-dicarboxylate

: 1292810-12-8
di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 20 % Pd(OH)2/C; hydrogen / methanol; dichloromethane / 4.25 h / 760.05 Torr

2.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: (1R,2R)-2-(tert-butyldiphenylsilyloxy)-N-(dipyrrolidin-1-ylmethylene)-2,3-dihydro-1H-inden-1-amine / di-isopropyl ether / 0.5 h / -50 °C / Inert atmosphere

3.2: 48 h / -50 °C / Inert atmosphere

With pyridine; 20 % Pd(OH)2/C; (1R,2R)-2-(tert-butyldiphenylsilyloxy)-N-(dipyrrolidin-1-ylmethylene)-2,3-dihydro-1H-inden-1-amine; hydrogen; In methanol; dichloromethane; di-isopropyl ether;
DOI:10.1039/c0cc05840h

Reference yield:

: 1292810-30-0
C₁₂H₂₁NO₄

: 1292810-12-8
di-tert-butyl 2-(2,6-dimethylphenylthio)-3-(4-methylphenylsulfonamido)succinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: (1R,2R)-2-(tert-butyldiphenylsilyloxy)-N-(dipyrrolidin-1-ylmethylene)-2,3-dihydro-1H-inden-1-amine / di-isopropyl ether / 0.5 h / -50 °C / Inert atmosphere

2.2: 48 h / -50 °C / Inert atmosphere

With pyridine; (1R,2R)-2-(tert-butyldiphenylsilyloxy)-N-(dipyrrolidin-1-ylmethylene)-2,3-dihydro-1H-inden-1-amine; In dichloromethane; di-isopropyl ether;
DOI:10.1039/c0cc05840h