di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate

Base Information

Chemical Name:di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate
CAS No.:874964-09-7
Molecular Formula:C₃₁H₄₀N₆O₇S₂
Molecular Weight:672.827
Hs Code.:

Synonyms:di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate

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Chemical Property of di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate

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Technology Process of di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate

There total 12 articles about di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate 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: 100.0%

: 874899-61-3
N-{4-[2-(4-aminophenyl)ethyl]-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-2-yl}acetamide

: 152120-54-2,862686-58-6,1143572-00-2
N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine

: 874964-09-7
di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.02.048

Reference yield:

: 737824-41-8
ethyl 2-(acetylamino)-5-benzyl-1,3-thiazole-4-carboxylate

: 874964-09-7
di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate

Guidance literature:: Multi-step reaction with 7 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2: manganese(IV) oxide / methanol; chloroform / 13 h / 20 °C / Inert atmosphere

3: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4: chlorosulfonic acid / chloroform / 20 °C / Cooling with ice

5: ammonium hydroxide / water; tetrahydrofuran / 5 - 20 °C

6: acetic acid; palladium 10% on activated carbon; hydrogen / methanol / 15 h / 20 °C / 2280.15 Torr

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

With chlorosulfonic acid; manganese(IV) oxide; ammonium hydroxide; lithium aluminium tetrahydride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 3: |Wittig Olefination;
DOI:10.1016/j.bmc.2013.02.048

Reference yield:

: 737824-42-9
N-(5-benzyl-4-formyl-1,3-thiazol-2-yl)acetamide

: 874964-09-7
di-tert-butyl ((Z)-{[4-(2-{2-(acetylamino)-5-[4-(aminosulfonyl)benzyl]-1,3-thiazol-4-yl}ethyl)phenyl]amino}methylidene)biscarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: chlorosulfonic acid / chloroform / 20 °C / Cooling with ice

3: ammonium hydroxide / water; tetrahydrofuran / 5 - 20 °C

4: acetic acid; palladium 10% on activated carbon; hydrogen / methanol / 15 h / 20 °C / 2280.15 Torr

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

With chlorosulfonic acid; ammonium hydroxide; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1: |Wittig Olefination;
DOI:10.1016/j.bmc.2013.02.048