(2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester

Base Information

Chemical Name:(2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester
CAS No.:183253-90-9
Molecular Formula:C₁₈H₂₃NO₆S
Molecular Weight:381.45
Hs Code.:

Synonyms:(2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester

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Chemical Property of (2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester

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Technology Process of (2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester

There total 3 articles about (2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester 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: 85.0%

: 183253-89-6
(2S,3S)-2-formyl-3-methyl-1-(toluene-4-sulfonyl)-aziridine

: 105-53-3
diethyl malonate

: 183253-90-9
(2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester

Guidance literature:: With pyridine; titanium tetrachloride; In tetrahydrofuran; for 72h; Ambient temperature;
DOI:10.1016/0040-4020(96)00712-0

Reference yield:

: 43188-65-4
methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate

: 183253-90-9
(2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / diisobutylaluminumhydride / hexane; CH₂Cl₂ / 1 h / -78 °C

2: 85 percent / TiCl₄, pyridine / tetrahydrofuran / 72 h / Ambient temperature

With pyridine; titanium tetrachloride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/0040-4020(96)00712-0

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 183253-90-9
(2R,3S)-2-[3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethylene]-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaHCO₃ / ethyl acetate; H₂O / Ambient temperature

2: 82 percent / diisobutylaluminumhydride / hexane; CH₂Cl₂ / 1 h / -78 °C

3: 85 percent / TiCl₄, pyridine / tetrahydrofuran / 72 h / Ambient temperature

With pyridine; titanium tetrachloride; diisobutylaluminium hydride; sodium hydrogencarbonate; In tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate;
DOI:10.1016/0040-4020(96)00712-0