(S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

Base Information

Chemical Name:(S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide
CAS No.:1370705-82-0
Molecular Formula:C₂₁H₂₄N₄O₅S
Molecular Weight:444.511
Hs Code.:

Synonyms:(S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

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Chemical Property of (S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

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Technology Process of (S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

There total 8 articles about (S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide 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: 95.4%

: 68305-76-0,1374962-72-7
Nα-benzenesulfonyl-L-leucine

: 169614-87-3
3-(aminomethyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

: 1370705-82-0
(S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

Guidance literature:: Nα-benzenesulfonyl-L-leucine; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

3-(aminomethyl)-4-phenyl-1,2,5-oxadiazole-2-oxide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/jm201504s

Reference yield:

: C₁₆H₁₄N₂O₅S

: 1370705-82-0
(S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium azide / N,N-dimethyl-formamide / Heating; Inert atmosphere

2.1: triphenylphosphine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

With dmap; sodium azide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; 2.1: Staudinger reaction / 2.2: Staudinger reaction;
DOI:10.1021/jm201504s

Reference yield:

: 98-09-9
benzenesulfonyl chloride

: 1370705-82-0
(S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2.1: lithium hydroxide / tetrahydrofuran; methanol / 0 - 20 °C / Inert atmosphere

2.2: pH 2

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm201504s