6H-Cyclopenta[3,4]pyrazolo[5,1-b]thiazole-2-carboxaldehyde,7,8-dihydro-(9CI)

Base Information

• Chemical Name: 6H-Cyclopenta[3,4]pyrazolo[5,1-b]thiazole-2-carboxaldehyde,7,8-dihydro-(9CI)
• CAS No.: 623931-43-1
• Molecular Formula: C9H8N2OS
• Molecular Weight: 192.24
• Mol file: 623931-43-1.mol

Synonyms:6H-Cyclopenta[3,4]pyrazolo[5,1-b]thiazole-2-carboxaldehyde,7,8-dihydro-(9CI)

Chemical Property of 6H-Cyclopenta[3,4]pyrazolo[5,1-b]thiazole-2-carboxaldehyde,7,8-dihydro-(9CI)

Chemical Property:

• Melting Point: 112 °C
• PSA: 62.61000
• LogP: 1.69700

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6H-Cyclopenta[3,4]pyrazolo[5,1-b]thiazole-2-carboxaldehyde,7,8-dihydro-(9CI)

There total 1 articles about 6H-Cyclopenta[3,4]pyrazolo[5,1-b]thiazole-2-carboxaldehyde,7,8-dihydro-(9CI) 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: 30.0%

2-Bromo-malonaldehyde (2065-75-0) + 1,4,5,6-tetrahydrocyclopentapyrazole-3(2H)-thione (42037-83-2) → 7,8-dihydro-6H-cyclopenta[3,4]pyrazolo[5,1-b][1,3]thiazole-2-carbaldehyde (623931-43-1)

Guidance literature:

2-Bromo-malonaldehyde; 1,4,5,6-tetrahydrocyclopentapyrazole-3(2H)-thione; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 8h;

With acetic acid; In N,N-dimethyl-formamide; at 120 ℃; for 6h;

Reference yield:

7,8-dihydro-6H-cyclopenta[3,4]pyrazolo[5,1-b][1,3]thiazole-2-carbaldehyde (623931-43-1) + acetic anhydride (108-24-7) → C24H19BrN4O7S2 + C24H19BrN4O7S2

Guidance literature:

7,8-dihydro-6H-cyclopenta[3,4]pyrazolo[5,1-b][1,3]thiazole-2-carbaldehyde; (5R,6S)-6-bromo-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester; With magnesium bromide; In tetrahydrofuran; acetonitrile; at 20 ℃;

With triethylamine; In tetrahydrofuran; acetonitrile; at -20 ℃; for 2h;

acetic anhydride; In tetrahydrofuran; acetonitrile; at -20 - 0 ℃; for 15h;

Reference yield:

7,8-dihydro-6H-cyclopenta[3,4]pyrazolo[5,1-b][1,3]thiazole-2-carbaldehyde (623931-43-1) + acetic anhydride (108-24-7) + (5R,6S)-6-bromo-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester (623564-16-9) → 4-nitrobenzyl-(5S)-6-[(acetyloxy)(7,8-dihydro-8H-cyclopenta[3,4]pyrazolo[5,1-b][1,3]thiazol-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate + 4-nitrobenzyl-(5R)-6-[(acetyloxy)(7,8-dihydro-8H-cyclopenta[3,4]pyrazolo[5,1-b][1,3]thiazol-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (623931-44-2)

Guidance literature:

7,8-dihydro-6H-cyclopenta[3,4]pyrazolo[5,1-b][1,3]thiazole-2-carbaldehyde; (5R,6S)-6-bromo-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester; With magnesium bromide ethyl etherate; triethylamine; In tetrahydrofuran; acetonitrile; at -20 - 20 ℃; for 2h;

acetic anhydride; In tetrahydrofuran; acetonitrile; at 0 ℃; for 15h;

upstream raw materials:

2-Bromo-malonaldehyde

1,4,5,6-tetrahydrocyclopentapyrazole-3(2H)-thione

Downstream raw materials:

4-nitrobenzyl-(5R)-6-[(acetyloxy)(7,8-dihydro-8H-cyclopenta[3,4]pyrazolo[5,1-b][1,3]thiazol-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Refernces

• 1、 -. "HETEROTRICYCLYL 6-ALKYLIDENE-PENEMS AS ΒΕΤΑ-LACTAMASE INHIBITORS". Page/Page column 130-131. . Retrieved 2008/06/13.