tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

Base Information

Chemical Name:tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate
CAS No.:1190854-66-0
Molecular Formula:C₂₂H₂₉N₃O₆S
Molecular Weight:463.555
Hs Code.:

Synonyms:tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

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Chemical Property of tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

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Technology Process of tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

There total 10 articles about tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}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: 94.0%

: 591249-50-2
(4-(ethoxymethyl)-2,6-dimethoxyphenyl)boronic acid

: 1190854-65-9
tert-butyl (3-bromo-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl)carbamate

: 1190854-66-0
tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

Guidance literature:: With palladium diacetate; potassium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; at 90 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/jm300864p

Reference yield:

: 1190854-64-8
6-methoxypyrazolo[5,1-b]thiazole-7-carboxylic acid

: 1190854-66-0
tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; diphenyl phosphoryl azide / 1,4-dioxane / 3 h / 20 °C / Reflux

1.2: 3 h / 20 °C / Reflux

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.67 h / -78 °C

2.2: 2 h

3.1: potassium carbonate; triphenylphosphine / palladium diacetate / 1,2-dimethoxyethane; water / 4 h / 90 °C

With n-butyllithium; diphenyl phosphoryl azide; potassium carbonate; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; hexane; water;

Reference yield:

: 1190854-60-4
ethyl 6-oxo-5,6-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxylate

: 1190854-66-0
tert-butyl {3-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: sodium hydroxide; water / ethanol / 2 h / 20 - 80 °C

2.2: Cooling with ice

2.3: 1.5 h / 60 °C

3.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 20 °C / Cooling with ice

3.2: Cooling with ice

3.3: 5 h / 20 °C / 760.05 Torr

4.1: triethylamine / dichloromethane / 11 h / 20 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.67 h / -78 °C

5.2: 2 h

6.1: potassium carbonate; triphenylphosphine / palladium diacetate / 1,2-dimethoxyethane; water / 4 h / 90 °C

With hydrogenchloride; n-butyllithium; water; potassium carbonate; caesium carbonate; triethylamine; triphenylphosphine; sodium hydroxide; sodium nitrite; palladium diacetate; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;