(5S)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-N,N,5-trimethyl-L-prolinamide

Base Information

• Chemical Name: (5S)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-N,N,5-trimethyl-L-prolinamide
• CAS No.: 1033709-37-3
• Molecular Formula: C₃₀H₃₄Cl₂N₄O₂S
• Molecular Weight: 585.598
• Mol file: 1033709-37-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about (5S)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-N,N,5-trimethyl-L-prolinamide 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:

(5S)-N,N,5-trimethyl-L-prolinamide hydrochloride (1033714-13-4) + C22H19Cl3N2OS (1033710-21-2) → (5S)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-N,N,5-trimethyl-L-prolinamide (1033709-37-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h; Cooling with ice;

DOI:10.1016/j.bmc.2013.04.056

Reference yield:

tert-butyl (2S,5S)-2-[(dimethylamino)carbonyl]-5-methylpyrrolidine-1-carboxylate (1033714-10-1) → (5S)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-N,N,5-trimethyl-L-prolinamide (1033709-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane / 1 h / 50 °C

2: triethylamine / tetrahydrofuran / 0.5 h / 20 °C / Cooling with ice

With hydrogenchloride; triethylamine; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.bmc.2013.04.056

Reference yield:

(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazole-2-carboxylic acid (1033707-13-9) → (5S)-1-{[(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazol-2-yl]carbonyl}-N,N,5-trimethyl-L-prolinamide (1033709-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; N,N-dimethyl-formamide / toluene / 0.5 h / 70 °C

2: triethylamine / tetrahydrofuran / 0.5 h / 20 °C / Cooling with ice

With thionyl chloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; toluene;

DOI:10.1016/j.bmc.2013.04.056

upstream raw materials:

tert-butyl (2S,5S)-2-[(dimethylamino)carbonyl]-5-methylpyrrolidine-1-carboxylate

(5S)-N,N,5-trimethyl-L-prolinamide hydrochloride

C₂₂H₁₉Cl₃N₂OS

(5R,6S)-5,6-bis(4-chlorophenyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazole-2-carboxylic acid