2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole

Base Information

• Chemical Name: 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole
• CAS No.: 1226781-80-1
• Molecular Formula: C6H9N3O2S
• Molecular Weight: 187.222
• Mol file: 1226781-80-1.mol

Synonyms:2,4,5,6-tetrahydro-2-(methylsulfonyl)-Pyrrolo[3,4-c]pyrazole;Pyrrolo[3,4-c]pyrazole, 2,4,5,6-tetrahydro-2-(methylsulfonyl)-

Chemical Property of 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole

Chemical Property:

• Boiling Point: 377.5±34.0 °C(Predicted)
• PKA: 6.41±0.20(Predicted)
• PSA: 72.37000
• Density: 1.67±0.1 g/cm3(Predicted)
• LogP: 0.70360
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99%, ^*data from raw suppliers

2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole is a useful reagent for developing dipeptidyl peptidase IV inhibitors for treatment or prevention of diabetes.

Technology Process of 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole

There total 5 articles about 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole 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: 95.0%

tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate (1226781-82-3) → 2-methylsulfonic acid-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole (1226781-80-1)

Guidance literature:

With benzenesulfonic acid; In Isopropyl acetate; for 48h; Large scale;

Reference yield:

4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester (657428-42-7) + methanesulfonyl chloride (124-63-0) → 2-methylsulfonic acid-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole (1226781-80-1)

Guidance literature:

4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester; With sodium hydride; In acetonitrile; mineral oil; at 20 ℃; for 2h; Inert atmosphere;

methanesulfonyl chloride; In acetonitrile; mineral oil; at 20 ℃; Cooling with ice;

Reference yield:

2,6-dihydropyrrole [3,4-c]pyrazole-5(4H)-carboxylic acid tert-butyl ester (1280210-79-8,657428-42-7) → 2-methylsulfonic acid-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole (1226781-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 1 h / 20 - 30 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / 0 °C

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; mineral oil;

upstream raw materials:

4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester

methanesulfonyl chloride

tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate

2,6-dihydropyrrole [3,4-c]pyrazole-5(4H)-carboxylic acid tert-butyl ester

Downstream raw materials:

tert-Butyl {(2R,3S,5R)-2-(2,4,5-Trifluorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]tetrahydro-2H-pyran-3-yl}carbamate

tert-butyl {(2R,3S,5R)-2-(2,5-difluorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]tetrahydro-2H-pyran-3-yl}carbamate

(2R,3S,5R)-2-(2,5-difluorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]oxepan-3-amine trifluoroacetate

(2R,3S,5R)-2-(2,5-difluorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]thiepan-3-amine trifluoroacetate

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