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

Base Information

• Chemical Name: tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
• CAS No.: 657428-42-7
• Molecular Formula: C10H15N3O2
• Molecular Weight: 209.248
• Hs Code.: 2933990090
• European Community (EC) Number: 805-405-3
• ChEMBL ID: CHEMBL4573961
• Mol file: 657428-42-7.mol

Synonyms:657428-42-7;1280210-79-8;tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate;tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate;4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester;5-BOC-4,6-DIHYDRO-1H-PYRROLO[3,4-C]PYRAZOLE;Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester;2,6-Dihydro-4H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester;tert-butyl 4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylate;tert-butyl 1H,4H,5H,6H-pyrrolo[3,4-c]pyrazole-5-carboxylate;MFCD08061257;5-Tert-butoxycarbonyl-1,4,5,6-tetrahydropyrrolo-[3,4-c]-pyrazole;CHEMBL4573961;tert-Butyl 2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate;Pyrrolo[3,4-c]pyrazole-5(4H)-carboxylic acid, 2,6-dihydro-, 1,1-dimethylethyl ester;SCHEMBL2344939;IBUNCTVDGYIKAP-UHFFFAOYSA-N;tert-butyl pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate;AMY16580;BCP27033;CS-B0998;CS-M3050;tert-Butyl4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate;BBL102341;BDBM50515026;MFCD22565651;STL556141;AKOS015838353;AKOS016002665;DS-0269;PB34263;AC-29056;SY023344;5-Boc-4,6-dihydropyrrolo[3,4-c]pyrazole;FT-0649018;FT-0697517;A15737;EN300-141986;A854054;5-BOC-1,4,5,6-tetrahydropyrrolo-[3,4-c]pyrazole;A1-00357;J-514158;Z1505694327;t-butyl 4,6-dihydropyrrolo [3,4-c]pyrazole-5(1h)-carboxylate;tert-butyl 2H,4H,5H,6H-pyrrolo[3,4-c]pyrazole-5-carboxylate;tert-butyl 4,6-dihydro-2H-pyrrolo[3,4-c]pyrazole-5-carboxylate;Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylicacid, 4,6-dihydro-, 1,1-dimethylethyl ester;Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylicacid,4,6-dihydro-,1,1-dimethylethyl ester

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

Chemical Property:

• Vapor Pressure: 1.51E-05mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 366 °C at 760 mmHg
• PKA: 15.04±0.20(Predicted)
• Flash Point: 175.2 °C
• PSA: 58.22000
• Density: 1.243 g/cm³
• LogP: 1.59830
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 209.116426730
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2=C(C1)NN=C2
• Uses: 4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic Acid tert-Butyl Ester is an intermediate in the synthesis of Omarigliptin (O633100), a potent and selective dipeptidyl peptidase 4 (DPP-4) inhibitor to be used as treatment for type 2 diabetes.

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

There total 12 articles about tert-Butyl 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: 98.0%

tert-butyl 6a-hydroxy-2,4,6,6a-tetrahydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate → 2,6-dihydropyrrole [3,4-c]pyrazole-5(4H)-carboxylic acid tert-butyl ester (1280210-79-8,657428-42-7)

Guidance literature:

With trifluoroacetic acid; In methanol; toluene; at 20 - 25 ℃; for 2h;

Reference yield: 78.0%

C10H17N3O3 → 2,6-dihydropyrrole [3,4-c]pyrazole-5(4H)-carboxylic acid tert-butyl ester (1280210-79-8,657428-42-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 110 ℃; for 3h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 71.0%

6a-hydroxy-3a,4,6,6a-tetrahydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid tert-butyl ester → 2,6-dihydropyrrole [3,4-c]pyrazole-5(4H)-carboxylic acid tert-butyl ester (1280210-79-8,657428-42-7)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; at 20 ℃; Cooling with ice;

upstream raw materials:

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

tert-butyl (3Z)-3-[(dimethylamino)methylene]-4-oxopyrrolidine-1-carboxylate

di-tert-butyl dicarbonate

3-(dimethylaminomethylene)-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

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

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

1,4,5,6-tetrahydropyrrolo[3, 4-c]pyrazole

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

Refernces

• 1、 -. "Pyrrolopyrazole derivatives and preparation method thereof, and application of pyrrolopyrazole derivatives in medicines". . . Retrieved 2021/03/13.
• 2、 -. "Pyrrolopyrazole derivatives and preparation method thereof, and application of pyrrolopyrazole derivatives in medicines". . . Retrieved 2021/03/13.