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

Base Information

Chemical Name:3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyloxyamide
CAS No.:370064-69-0
Molecular Formula:C₂₁H₂₆N₂O₅S
Molecular Weight:418.514
Hs Code.:

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

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

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

There total 9 articles about 3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyloxyamide 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: 70.0%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

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

: 370064-69-0
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyloxyamide

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)00641-X

Reference yield:

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

: 370064-69-0
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyloxyamide

Guidance literature:: Multi-step reaction with 8 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

7.1: 91 percent / H₂ / 10 percent Pd/C / ethanol / 16 h / 760 Torr

8.1: 70 percent / EDC; HOBt; N-methyl morpholine / tetrahydrofuran

With 4-methyl-morpholine; n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; hydrogen; dimethylaluminum chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00641-X

Reference yield:

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

: 370064-69-0
3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyloxyamide

Guidance literature:: Multi-step reaction with 9 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

9.1: 70 percent / EDC; HOBt; N-methyl morpholine / tetrahydrofuran

With 4-methyl-morpholine; lithium hydroxide; n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; hydrogen; dimethylaluminum chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00641-X