tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate

Base Information

Chemical Name:tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate
CAS No.:1443977-81-8
Molecular Formula:C₃₃H₃₉Cl₂N₃O₃S
Molecular Weight:628.663
Hs Code.:

Synonyms:tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate

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Chemical Property of tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate

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Technology Process of tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate

There total 5 articles about tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate 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:

: 1033715-34-2
tert-butyl (5R)-5-ethyl-L-prolinate

: 1443977-81-8
tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h; Cooling with ice;
DOI:10.1016/j.bmc.2013.04.056

Reference yield:

: 32159-21-0
Cbz-L-pGlu-OH

: 1443977-81-8
tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate

Guidance literature:: Multi-step reaction with 6 steps

1.1: perchloric acid / water / 16 h / 20 °C

2.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / 48 h / 20 °C

4.1: copper(I) bromide dimethylsulfide complex / diethyl ether / 0.5 h / -78 °C / Inert atmosphere

4.2: 16 h / -78 - 20 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr

6.1: triethylamine / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

With perchloric acid; copper(I) bromide dimethylsulfide complex; palladium 10% on activated carbon; hydrogen; lithium triethylborohydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; water;
DOI:10.1016/j.bmc.2013.04.056

Reference yield:

: a(2S)-1-benzyl 2-tert-butyl 5-hydroxypyrrolidine-1,2-dicarboxylate

: 1443977-81-8
tert-butyl (5R)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-5-ethyl-L-prolinate

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / 48 h / 20 °C

2.1: copper(I) bromide dimethylsulfide complex / diethyl ether / 0.5 h / -78 °C / Inert atmosphere

2.2: 16 h / -78 - 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr

4.1: triethylamine / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

With copper(I) bromide dimethylsulfide complex; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1016/j.bmc.2013.04.056