1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-2-(R)-carboxylic acid benzyloxyamide

Base Information

Chemical Name:1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-2-(R)-carboxylic acid benzyloxyamide
CAS No.:370065-03-5
Molecular Formula:C₂₃H₂₃N₃O₆S
Molecular Weight:469.518
Hs Code.:

Synonyms:1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-2-(R)-carboxylic acid benzyloxyamide

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Chemical Property of 1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-2-(R)-carboxylic acid benzyloxyamide

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Technology Process of 1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-2-(R)-carboxylic acid benzyloxyamide

There total 8 articles about 1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-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:

: 370064-96-3
[1-benzyloxy-3-(S)-(pyridin-3-yloxymethyl)aziridine-2-(R)-yl]methanol

: 370065-03-5
1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-2-(R)-carboxylic acid benzyloxyamide

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2: 97 percent / H₂ / Pd/BaSO₄ / ethanol / 14 h / 760 Torr

3: 97 percent / Et₃N / CH₂Cl₂ / 12 h / 0 °C

4: 81 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C

5: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

6: NaH₂PO₄; 2-methyl-2-butene; NaClO₂ / 2-methyl-propan-2-ol; CH₂Cl₂; H₂O / 5 h / 0 °C

7: 42 mg / HOBt; EDC / tetrahydrofuran / 24 h / 0 °C

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; Pd-BaSO₄; In tetrahydrofuran; ethanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)00641-X

Reference yield:

: 370064-95-2
1-benzyloxy-3-(S)-(pyridin-3-yloxymethyl)aziridine-2-(R)-carboxylic acid tert-butyl ester

: 370065-03-5
1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-2-(R)-carboxylic acid benzyloxyamide

Guidance literature:: Multi-step reaction with 8 steps

1: 77 percent / DIBALH / CH₂Cl₂; toluene / 1 h / -78 - 0 °C

2: 87 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

3: 97 percent / H₂ / Pd/BaSO₄ / ethanol / 14 h / 760 Torr

4: 97 percent / Et₃N / CH₂Cl₂ / 12 h / 0 °C

5: 81 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C

6: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

7: NaH₂PO₄; 2-methyl-2-butene; NaClO₂ / 2-methyl-propan-2-ol; CH₂Cl₂; H₂O / 5 h / 0 °C

8: 42 mg / HOBt; EDC / tetrahydrofuran / 24 h / 0 °C

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; benzotriazol-1-ol; Dess-Martin periodane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; Pd-BaSO₄; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)00641-X

Reference yield:

: 370064-97-4
3-[1-benzyloxy-3-(R)-(tert-butyldimethylsilanyloxymethyl)aziridin-2-(S)-ylmethoxy]pyridine

: 370065-03-5
1-(4-methoxybenzenesulfonyl)aziridin-3-(S)-(pyridin-3-yloxymethyl)aziridin-2-(R)-carboxylic acid benzyloxyamide

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / H₂ / Pd/BaSO₄ / ethanol / 14 h / 760 Torr

2: 97 percent / Et₃N / CH₂Cl₂ / 12 h / 0 °C

3: 81 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C

4: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

5: NaH₂PO₄; 2-methyl-2-butene; NaClO₂ / 2-methyl-propan-2-ol; CH₂Cl₂; H₂O / 5 h / 0 °C

6: 42 mg / HOBt; EDC / tetrahydrofuran / 24 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; Pd-BaSO₄; In tetrahydrofuran; ethanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)00641-X