methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate

Base Information

Chemical Name:methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate
CAS No.:1427321-63-8
Molecular Formula:C₂₅H₂₉ClN₂O₆S
Molecular Weight:521.034
Hs Code.:

Synonyms:methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate

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Chemical Property of methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate

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Technology Process of methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate

There total 4 articles about methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate 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:

: C₂₄H₂₇ClN₂O₆S

: 74-88-4
methyl iodide

: 1427321-63-8
methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;
DOI:10.1021/ol400402n

Reference yield:

: 1427321-91-2
N-(2-chlorobenzyl)-N-(3-hydroxyprop-1-yn-1-yl)-4-methylbenzenesulfonamide

: 1427321-63-8
methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 446855-35-2
N-(2-chloro-benzyl)-4-methyl-benzenesulfonamide

: 1427321-63-8
methyl 2-[(tert-butoxycarbonyl)amino]-3-[N-(2-chlorobenzyl)(4-methylbenzene)sulfonamido]penta-3,4-dienoate

Guidance literature:: Multi-step reaction with 4 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

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