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

Base Information

• Chemical Name: tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
• CAS No.: 1226781-82-3
• Molecular Formula: C11H17N3O4S
• Molecular Weight: 287.34
• Mol file: 1226781-82-3.mol

Synonyms:tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate;2-(Methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylic acid tert-butyl ester;tert-butyl 2-methanesulfonyl-2H,4H,5H,6H-pyrrolo[3,4-c]pyrazole-5-carboxylate;MK-3103 Intermediate IV;tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate;Pyrrolo[3,4-c]pyrazole, 2,4,5,6-tetrahydro-2-(methylsulfonyl)-, benzenesulfonate

Chemical Property of tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate

Chemical Property:

• Boiling Point: 441.1±55.0 °C(Predicted)
• PKA: -1.95±0.20(Predicted)
• PSA: 89.88000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 1.96020
• Storage Temp.: 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

tert-Butyl2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate

There total 23 articles about tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate 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: 84.0%

4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester (657428-42-7) + methanesulfonyl chloride (124-63-0) → tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate (1226781-82-3)

Guidance literature:

4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester; methanesulfonyl chloride; With triethylamine; In 2-methyltetrahydrofuran; at -5 ℃; Inert atmosphere;

With potassium tert-butylate; In 2-methyltetrahydrofuran; at -5 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.oprd.5b00267

Reference yield: 44.0%

2,6-dihydropyrrole [3,4-c]pyrazole-5(4H)-carboxylic acid tert-butyl ester (1280210-79-8,657428-42-7) + methanesulfonyl chloride (124-63-0) → tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate (1226781-82-3)

Guidance literature:

2,6-dihydropyrrole [3,4-c]pyrazole-5(4H)-carboxylic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

methanesulfonyl chloride; In tetrahydrofuran; mineral oil; at 20 - 30 ℃; for 1h;

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) → tert-butyl 1-(methylsulfonyl)-4.6-dihydropyrrolo[3,4-c]pyrazole-5 (1H)carboxylate (1226781-81-2) + tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate (1226781-82-3)

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; Inert atmosphere;

upstream raw materials:

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

methanesulfonyl chloride

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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

Downstream raw materials:

2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-5-ium benzenesulfonate

tert-butyl {(2R,3S,5R)-2-(2,5-difiuorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]-1-(1,3-oxazol-4-ylmethyl)piperidin-3-yl}carbamate

(2S)-1-{(2R,3S,5R)-3-amino-2-(2,5-difiuorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-1-yl}propan-2-ol

tert-butyl {(2R,3S,5R)-2-(2,5-difiuorophenyl)-1-[(2S)-2-hydroxypropyl]-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-3-yl}carbamate

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF OMARIGLIPTIN". . . Retrieved 2017/06/23.
• 2、 -. "Amino six member ring derivatives and their use in medicine (by machine translation)". . . Retrieved 2017/09/20.