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

Base Information

Chemical Name:3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid
CAS No.:370064-68-9
Molecular Formula:C₁₄H₁₉NO₅S
Molecular Weight:313.375
Hs Code.:

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

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

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

There total 8 articles about 3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid 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: 91.0%

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

: 370064-68-9
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 16h; under 760 Torr;
DOI:10.1016/S0040-4020(01)00641-X

Reference yield:

: 34993-63-0
ethyl (E)-5-methylhex-2-enoate

: 370064-68-9
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 91 percent / LiOH / H₂O; tetrahydrofuran

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

3.1: 775 mg / n-BuLi / tetrahydrofuran / 1 h / -78 °C

4.1: 88 percent / Bu₂BOTf / CH₂Cl₂ / 1 h / -78 °C

5.1: Me₂AlCl / CH₂Cl₂ / 0.33 h / 0 °C

5.2: 92 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

6.1: 92 percent / n-BBuLi / tetrahydrofuran / 2 h / 0 °C

7.1: 71 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

8.1: 91 percent / H₂ / 10 percent Pd/C / ethanol / 16 h / 760 Torr

With lithium hydroxide; n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; hydrogen; dimethylaluminum chloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00641-X

Reference yield:

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

: 370064-68-9
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: 91 percent / H₂ / 10 percent Pd/C / ethanol / 16 h / 760 Torr

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