(2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate

Base Information

Chemical Name:(2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate
CAS No.:1428261-09-9
Molecular Formula:C₂₉H₃₇N₃O₁₁S
Molecular Weight:635.692
Hs Code.:

Synonyms:(2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate

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Chemical Property of (2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate

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Technology Process of (2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate

There total 8 articles about (2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate 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: 61.0%

: 1428261-07-7
(2S)-8-ethyl N-(benzyloxycarbonyl)-1-methyl-2-(hydroxyimino)-7-(2-ethoxypropanoyl)-4-oxooctanedioate

: 98-59-9
p-toluenesulfonyl chloride

: 1428261-09-9
(2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2013.01.130

Reference yield:

: 1428261-06-6
Ethyl N-(benzyloxycarbonyl)2-(methoxy(methyl)carbamoyl)-5-oxo-6-((S)-5-oxooxazolidin-4-yl)hexanoate

: 1428261-09-9
(2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / methanol / 0.17 h / Reflux

2: thionyl chloride / 20 °C

3: hydroxylamine hydrochloride; triethylamine / ethanol / 1 h / Reflux

4: triethylamine / dichloromethane / 3 h / 20 °C

With thionyl chloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; triethylamine; In methanol; ethanol; dichloromethane;
DOI:10.1016/j.tetlet.2013.01.130

Reference yield:

: 1152-61-0
N-Cbz-L-Asp

: 1428261-09-9
(2S)-8-ethyl N-(benzyloxycarbonyl) 1-methyl-2-(tosyloxyimino)-7-(2-methoxypropanoyl)-4-oxooctanedioate

Guidance literature:: Multi-step reaction with 8 steps

1: toluene-4-sulfonic acid / toluene / 2 h / Reflux

2: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 2 h / 20 °C

3: trans benzyl(chloro)bis(triphenylphosphine)palladium(II) / toluene / 3 h / Reflux

4: caesium carbonate / dichloromethane / 1 h / Reflux

5: sodium hydrogencarbonate / methanol / 0.17 h / Reflux

6: thionyl chloride / 20 °C

7: hydroxylamine hydrochloride; triethylamine / ethanol / 1 h / Reflux

8: triethylamine / dichloromethane / 3 h / 20 °C

With thionyl chloride; oxalyl dichloride; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); hydroxylamine hydrochloride; sodium hydrogencarbonate; caesium carbonate; toluene-4-sulfonic acid; triethylamine; N,N-dimethyl-formamide; In methanol; ethanol; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2013.01.130