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

Product Name
tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
CAS No.
1226781-82-3
Chemical Name
tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
Synonyms
CPD0232;MK-3103 Intermediate IV;Omarigliptin Impurity 10;Omarigliptin Intermediate 3;2-(Methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-c...;5-Boc-2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole;tert-butyl 2-methylsulfonyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5-carboxylate;tert-butyl 2-methanesulfonyl-2H,4H,5H,6H-pyrrolo[3,4-c]pyrazole-5-carboxylate;Pyrrolo[3,4-c]pyrazole, 2,4,5,6-tetrahydro-2-(methylsulfonyl)-, benzenesulfonate;tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
CBNumber
CB42728159
Molecular Formula
C11H17N3O4S
Formula Weight
287.34
MOL File
1226781-82-3.mol
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tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate Property

Boiling point:
441.1±55.0 °C(Predicted)
Density 
1.40±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
-1.95±0.20(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C11H17N3O4S/c1-11(2,3)18-10(15)13-5-8-6-14(19(4,16)17)12-9(8)7-13/h6H,5,7H2,1-4H3
InChIKey
SNEHALFDVXIDSZ-UHFFFAOYSA-N
SMILES
N1(S(C)(=O)=O)C=C2CN(C(OC(C)(C)C)=O)CC2=N1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC
Product number
T204948
Product name
tert-Butyl2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
Packaging
5mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
0681AP
Product name
2-Methyl-2-propanyl2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate
Packaging
1g
Price
$625
Updated
2021/12/16
Chemenu
Product number
CM188224
Product name
tert-Butyl2-(methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
Purity
95+%
Packaging
10g
Price
$834
Updated
2021/12/16
Ambeed
Product number
A153377
Product name
tert-Butyl2-(methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
Purity
97%
Packaging
250mg
Price
$32
Updated
2021/12/16
Chemenu
Product number
CM188224
Product name
tert-Butyl2-(methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
Purity
95+%
Packaging
250mg
Price
$67
Updated
2021/12/16
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tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate Chemical Properties,Usage,Production

Chemical Properties

white solid

Uses

Tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate is an important organic reagent that can be used as a building block for the synthesis of many organic compounds, such as 2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole. It is an important  intermediate of Omarigliptin.

Synthesis

Tert-butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate (3.5 g, 16.7 mmol) was dissolved in tetrahydrofuran (35 ml), and sodium hydride (1.0 g, 60%, 25.4 mmol) was added at 0°C, followed by reaction for 30 min. Methylsulfonyl chloride (2.9 g, 25.4 mmol) was added, followed by a reaction for 1 hour. The reaction was quenched by the addition of water (10 ml) to the reaction solution, which was extracted with ethyl acetate (50 ml*2). The organic layers were combined, dried over anhydrous sodium sulfate, concentrated, and purified by silica gel column chromatography (petroleum ether/ethyl acetate (v/v) = 1:1), to obtain tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate (2.1 g, yield 44%).

References

[1] Patent: EP3159344, 2017, A1. Location in patent: Paragraph 0096; 0132; 0133
[2] Patent: TW2017/8222, 2017, A. Location in patent: Page/Page column 54; 55
[3] Patent: TW2017/8223, 2017, A. Location in patent: Page/Page column 43
[4] Patent: WO2011/103256, 2011, A1. Location in patent: Page/Page column 55
[5] Patent: WO2011/146358, 2011, A1. Location in patent: Page/Page column 61

tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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

China 77 India 1 United Kingdom 1 United States 3 Global 82
Cato Research Chemicals Inc.
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+86-020-81960175-877 4000-868-328
Email
tianwen.zhan@cato-chem.com
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United States
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Synthonix Inc
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info@synthonix.com
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Combi-Blocks Inc.
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sales@combi-blocks.com
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View Lastest Price from tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate manufacturers

Nanjing Fred Technology Co., Ltd
Product
tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate 1226781-82-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2024-01-02
Career Henan Chemical Co
Product
tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate 1226781-82-3
Price
US $1.00/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
200kg
Release date
2019-08-30

1226781-82-3, tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylateRelated Search:

(2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid sacubitril 2-Pyrrolidinone, 5-([1,1'-biphenyl]-4-ylMethyl)-3-Methyl-, (3R,5S)- AHU-377 (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate 2-(4-Fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene TICAGRELOR Ethanol, 2-[[(3aR,4S,6R,6aS)-6-[[5-aMino-6-chloro-2-(propylthio)-4-pyriMidinyl]aMino]tetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]- Canagliflozin heMihydrate 8-bromo-7-(but-2-ynyl)-3-methyl-1H-purine-2,6(3H,7H)-dione (1R trans)-2-(3,4-difluorophenyl)cyclopropane amine Tetrahydro-2,2-dimethyl-4,7-methano-6H-1,3-dioxolo[4,5-d][1,2]oxazine-6-carboxylic acid phenylmethyl ester Canagliflozin Cyclopropanamine,2-(3,4-difluorophenyl)-(1R,2S) -(2R,3R)-2,3-dihydroxybutanedioate (1:1) Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole tert-butyl 1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-ylcarbaMate CPo3604-01

  • 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
  • Omarigliptin Impurity 10
  • 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
  • Omarigliptin Intermediate 3
  • Pyrrolo[3,4-c]pyrazole-5(4H)-carboxylic acid, 2,6-dihydro-2-(methylsulfonyl)-, 1,1-dimethylethyl ester
  • 5-Boc-2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole
  • CPD0232
  • 2-(Methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-c...
  • tert-butyl 2-methylsulfonyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5-carboxylate
  • 1226781-82-3
  • Omarigliptin intermediate