methyl (2Z,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate

Base Information

• Chemical Name: methyl (2Z,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate
• CAS No.: 139313-33-0
• Molecular Formula: C₃₁H₂₈N₂O₉S
• Molecular Weight: 604.637

Synonyms:

Chemical Property of methyl (2Z,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (2Z,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate

There total 3 articles about methyl (2Z,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate 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:

3-phenyl-7-(2-phenyl-2-oxoethyl)-5,6-dihydroimidazo<2,1-b>thiazolium bromide (117376-95-1) + dimethyl acetylenedicarboxylate (762-42-5) → methyl (2Z,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate (139313-33-0) + methyl (2E,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate (139346-64-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00034a029

Reference yield:

3-phenyl-5,6-dihydro-imidazo[2,1-b]thiazole (36065-41-5) → methyl (2Z,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate (139313-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / acetone / 5 h / Ambient temperature

2: Et₃N / dimethylformamide / 2 h / 20 °C

With triethylamine; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00034a029

Reference yield:

α-bromoacetophenone (70-11-1) → methyl (2Z,5Z)-6-<5-benzoyl-6,7-bis(methoxycarbonyl)-2,3-dihydro-1H-pyrrolo<1,2-a>imidazol-1-yl>-3-(methoxycarbonyl)-6-phenyl-4-thiahexa-2,5-dienoate (139313-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / acetone / 5 h / Ambient temperature

2: Et₃N / dimethylformamide / 2 h / 20 °C

With triethylamine; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00034a029

upstream raw materials:

3-phenyl-7-(2-phenyl-2-oxoethyl)-5,6-dihydroimidazo<2,1-b>thiazolium bromide

dimethyl acetylenedicarboxylate

3-phenyl-5,6-dihydro-imidazo[2,1-b]thiazole

α-bromoacetophenone

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