3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester

Base Information

Chemical Name:3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester
CAS No.:370064-67-8
Molecular Formula:C₂₁H₂₅NO₅S
Molecular Weight:403.499
Hs Code.:

Synonyms:3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester

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Chemical Property of 3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester

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Technology Process of 3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester

There total 9 articles about 3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl 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: 71.0%

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: 370064-66-7
3-(S)-isobutyl-aziridine-2-(R)-carboxylic acid benzyl ester

: 370064-67-8
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/S0040-4020(01)00641-X

Reference yield:

: 81530-29-2,148826-71-5
(E)-5-methylhex-2-enoic acid chloride

: 370064-67-8
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 775 mg / n-BuLi / tetrahydrofuran / 1 h / -78 °C

2.1: 88 percent / Bu₂BOTf / CH₂Cl₂ / 1 h / -78 °C

3.1: Me₂AlCl / CH₂Cl₂ / 0.33 h / 0 °C

3.2: 92 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

4.1: 92 percent / n-BBuLi / tetrahydrofuran / 2 h / 0 °C

5.1: 71 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; dimethylaluminum chloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)00641-X

Reference yield:

: 41653-96-7,51424-01-2
(E)-5-methyl-2-hexenoic acid

: 370064-67-8
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 3.5 h / 0 - 20 °C

2.1: 775 mg / n-BuLi / tetrahydrofuran / 1 h / -78 °C

3.1: 88 percent / Bu₂BOTf / CH₂Cl₂ / 1 h / -78 °C

4.1: Me₂AlCl / CH₂Cl₂ / 0.33 h / 0 °C

4.2: 92 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

5.1: 92 percent / n-BBuLi / tetrahydrofuran / 2 h / 0 °C

6.1: 71 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dimethylaluminum chloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00641-X