tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate

Base Information

Chemical Name:tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate
CAS No.:1312429-92-7
Molecular Formula:C₂₂H₂₂N₄O₃S
Molecular Weight:422.508
Hs Code.:

Synonyms:tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate

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Chemical Property of tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate

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Technology Process of tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate

There total 4 articles about tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate 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: 65.0%

: 4530-20-5
BOC-glycine

: 1221919-68-1
2-(6-phenylbenzo[d]thiazol-2-yl)acetohydrazide

: 1312429-92-7
tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethyl acetate; at 70 - 95 ℃; for 16.5h;
DOI:10.1021/acsmedchemlett.8b00424

Reference yield: 47.0%

: 1312435-62-3
C₂₂H₂₄N₄O₄S

: 1312429-92-7
tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate

Guidance literature:: With Burgess Reagent; In 1,2-dimethoxyethane; at 110 ℃; for 0.5h; Microwave irradiation;

Reference yield:

: 80945-86-4
6-bromo-2-chloro-benzothiazole

: 1312429-92-7
tert-butyl ((5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)methyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hexamethyldisilazane / toluene; tetrahydrofuran / 1.17 h / -60 °C / Inert atmosphere

1.2: 2 h / 0 °C

2.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 6 h / Reflux

3.1: hydrazine hydrate / 1-methyl-pyrrolidin-2-one / 7 h / 95 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

5.1: Burgess Reagent / 1,2-dimethoxyethane / 0.5 h / 110 °C / Microwave irradiation

With potassium phosphate; Burgess Reagent; sodium hexamethyldisilazane; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; N,N-dimethyl-formamide; toluene;