(S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate

Base Information

Chemical Name:(S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate
CAS No.:1374671-86-9
Molecular Formula:C₂₆H₂₁N₃O₆S₂
Molecular Weight:535.601
Hs Code.:

Synonyms:(S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate

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Chemical Property of (S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate

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Technology Process of (S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate

There total 10 articles about (S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate 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: 98.0%

: 1374671-85-8
(R)-4'-((5-(3-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1,3,4-oxadiazol-2-ylthio)methyl)biphenyl-2-carbonitrile

: 124-63-0
methanesulfonyl chloride

: 1374671-86-9
(S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;
DOI:10.1021/jm300309a

Reference yield:

: 2150-43-8
3,4-dihydroxybenzoic acid methyl ester

: 1374671-86-9
(S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 60 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 48 h / 20 °C / Inert atmosphere

3.1: hydrazine hydrate / ethanol / 48 h / Reflux

4.1: triethylamine / ethanol / Reflux; Inert atmosphere

5.1: sodium hydroxide / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

6.1: boron tribromide / hexane; dichloromethane / 25 h / -78 - 20 °C / Inert atmosphere

7.1: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

With boron tribromide; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm300309a

Reference yield:

: 114772-53-1
2-Cyano-4'-methylbiphenyl

: 1374671-86-9
(S)-((7-(5-(2'-cyanobiphenyl-4-yl)methylthio)-1,3,4-oxadiazol-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methylmethanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 40 h / 80 °C / Inert atmosphere

2: sodium hydroxide / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

3: boron tribromide / hexane; dichloromethane / 25 h / -78 - 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); boron tribromide; triethylamine; sodium hydroxide; In tetrachloromethane; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm300309a