(S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide

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Chemical Name:(S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide
CAS No.:1229581-45-6
Molecular Formula:C₂₂H₂₅N₃O₉S
Molecular Weight:507.521
Hs Code.:

Synonyms:(S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide

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Chemical Property of (S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide

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Technology Process of (S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide

There total 2 articles about (S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-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: 57.0%

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 452095-56-6
4-((4-hydroxybut-2-yn-1-yl)oxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

: 1229581-45-6
(S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2010.03.077

Reference yield:

: 66074-00-8
3,4-bis(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

: 1229581-45-6
(S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

With dmap; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm5019302

Reference yield:

: 1229581-45-6
(S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide

: 1252598-41-6
C₁₇H₁₇N₃O₇S

Guidance literature:: (S)-4-(4-(1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-3-(phenylsulfonyl)-1,2,5-oxadiazol-2-oxide; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2010.03.077