1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

Base Information

Chemical Name:1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate
CAS No.:1427321-96-7
Molecular Formula:C₂₆H₃₂N₂O₆S
Molecular Weight:500.616
Hs Code.:

Synonyms:1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

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Chemical Property of 1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

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Technology Process of 1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

There total 5 articles about 1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate 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: 87.0%

: methyl (2R,4S)-3-[N-benzyl(4-methylbenzene)sulfonamido]-2-[(tert-butoxycarbonyl)amino]hexa-3,4-dienoate

: 1427321-96-7
1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

Guidance literature:: With silver nitrate; In acetone; at 20 ℃; for 12h; Darkness;
DOI:10.1021/ol400402n

Reference yield:

: 1300116-93-1
(R)-N-benzyl-N-(3-hydroxybut-1-yn-1-yl)-4-methylbenzenesulfonamide

: 1427321-96-7
1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1.83 h / 0 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C

2.2: 2 h / -78 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 20 °C

4.1: silver nitrate / acetone / 12 h / 20 °C / Darkness

With dmap; potassium carbonate; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; 2.1: |Claisen Rearrangement / 2.2: |Claisen Rearrangement;
DOI:10.1021/ol400402n

Reference yield:

: 1576-37-0
N-benzyl-p-toluenesulfonamide

: 1427321-96-7
1-tert-butyl 2-methyl (2R,5R)-3-[N-benzyl(4-methylbenzene)sulfonamido]-5-methyl-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 3 h / 80 °C

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1.83 h / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C

3.2: 2 h / -78 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 20 °C

5.1: silver nitrate / acetone / 12 h / 20 °C / Darkness

With dmap; potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; potassium carbonate; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 3.1: |Claisen Rearrangement / 3.2: |Claisen Rearrangement;
DOI:10.1021/ol400402n