N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide

Base Information

Chemical Name:N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide
CAS No.:1606163-05-6
Molecular Formula:C₃₂H₄₁N₃O₁₀S
Molecular Weight:659.758
Hs Code.:

Synonyms:N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide

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Chemical Property of N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide

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Technology Process of N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide

There total 5 articles about N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide 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: 45.0%

: 4-(2-hydroxyethoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-N-oxide

: 1606163-29-4
C₂₂H₃₃NO₅

: 1606163-05-6
N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/j.bmcl.2014.03.004

Reference yield:

: 27975-19-5
isosteviol

: 1606163-05-6
N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide

Guidance literature:: Multi-step reaction with 5 steps

1: 3-chloro-benzenecarboperoxoic acid; sulfuric acid / dichloromethane; methanol / 48 h / 0 - 20 °C

2: thionyl chloride / 2 h / Cooling with ice

3: triethylamine / 4 h / 20 °C

4: sodium hydroxide / methanol / 3 h / 20 °C

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 6 h / 20 °C

With dmap; thionyl chloride; sulfuric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2014.03.004

Reference yield:

: C₁₉H₂₉O₂COCl

: 1606163-05-6
N-[acetyl-3-(3-phenylsulfonyl-1,2,5-oxadiazol-4-oxy)-ethyl ester]-ent-16-lactam-beyeran-19 -oic amide

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / 4 h / 20 °C

2: sodium hydroxide / methanol / 3 h / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 6 h / 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2014.03.004