398495-65-3

Basic information

• Product Name: 1-ETHYLOXYCARBONYL-5-BOC-3-AMINO-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE
• Synonyms: 1-ETHYLOXYCARBONYL-5-BOC-3-AMINO-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE;5-Boc-3-Amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester;3-Amino-5-((tert-butoxy)carbonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester;3-Amino-5-tert-butyloxycarbonyl-1-ethoxycarbonyl-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole;Ethyl 5-(tert-butoxycarbonyl)-3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1-carboxylate;5-tert-butyl 1-ethyl 3-aMino-1H,4H,5H,6H-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylate;5-tert-butyl 1-ethyl 3-aMinopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate
• CAS NO: 398495-65-3
• Molecular Formula: C₁₃H₂₀N₄O₄
• Molecular Weight: 296.33
• Mol File: 398495-65-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 453.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.36
• Storage Temp.: 2-8°C(protect from light)
• PKA: 2.44±0.20(Predicted)
• CAS DataBase Reference: 1-ETHYLOXYCARBONYL-5-BOC-3-AMINO-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ETHYLOXYCARBONYL-5-BOC-3-AMINO-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE(398495-65-3)
• EPA Substance Registry System: 1-ETHYLOXYCARBONYL-5-BOC-3-AMINO-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE(398495-65-3)

Safety Data

• Hazardous Substances Data: 398495-65-3(Hazardous Substances Data)

Usage

General Description

1-ETHYLOXYCARBONYL-5-BOC-3-AMINO-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE is a chemical compound that belongs to the group of pyrrolopyrazoles, which are important intermediates in organic synthesis. The compound consists of a pyrrolopyrazole ring with an ethyloxycarbonyl group (which is a derivative of carbamic acid) attached at the first position, and a tert-butoxycarbonyl (BOC) protected amino group attached at the fifth position. 1-ETHYLOXYCARBONYL-5-BOC-3-AMINO-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE has potential applications in medicinal chemistry and drug development, as pyrrolopyrazole derivatives have been studied for their anti-cancer, anti-inflammatory, and anti-viral properties. The presence of the BOC protected amino group makes it a useful intermediate for the synthesis of various bioactive compounds.

Upstream product

• 44981-94-4 N-cyanoethyl glycine ethyl ester 
• 25544-75-6 ethyl hydrazinecarboxylate hydrochloride 
• 175463-32-8 3-cyano-4-oxopyrrolidine-1-carboxylic acid tert-butyl ester 
• 266353-18-8 N-tert-butoxycarbonyl-2-(2-cyanoethyl)aminoacetic acid ethyl ester 
• 44915-39-1 [(2-cyanoethyl)amino]acetic acid methyl ester 
• 3088-42-4 N-(2-cyanoethyl)glycine 
• 398491-59-3 3-amino-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester 
• 541-41-3 chloroformic acid ethyl ester 
• 266353-19-9 [tert-butoxycarbonyl-(2-cyanoethyl)amino]acetic acid methyl ester 

Downstream Products

• 761443-50-9 3-[4-(N-methylpiperazin-1-yl)benzamido]-1-ethoxycarbonyl-4,6-dihydropyrrolo[3,4-c]pyrazole 
• 761443-69-0 5-tert-butyl 1-ethyl 3-{[4-(4-methylpiperazin-1-yl)benzoyl]amino}-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate 
• 850997-37-4 ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate 
• 877859-96-6 3-[2-(4-pyrrolidin-1-yl-phenyl)-acetylamino]-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester 

Relevant articles and documents

BCR-ABL DIPLOID INHIBITOR, PREPARATION METHOD THEREFOR, AND USES THEREOF

Disclosed are compounds or pharmaceutically acceptable salts thereof having the following general formula: R-Linker-R. The compounds or pharmaceutically acceptable salts thereof provided by the present invention are used as Bcr-Abl diploid inhibitors, whi

(R)- N - [5 - (2 - methoxy - 2 - phenyl-acetyl) - 1, 4, 5, 6 - tetrahydro-pyrrolo [3, 4 - c] pyrazole - 3 - yl] - 4 - (4 - methyl piperazine - 1 - yl) benzamide synthesis method

The invention belongs to the technical field of medicine and relates to a preparation method for PHA739358(Danusertib), i.e., (R)-N-[5-(2-methoxy-2-phenylacetyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-3-yl]-4-(4-methyl piperazine-1-yl)benzamide. According to the invention, altogether four reaction routes are designed, simple and easily available glycine is used as a raw material, reactions like addition, esterification, amino protection and cyclization are carried out so as to prepare (R)-N-[5-(2-methoxy-2-phenylacetyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole-3-yl]-4-(4-methyl piperazine-1-yl)benzamide, yield of the route 1, 2 and 4 is more than 25%, respectively, and yield of the route 3 is more than 20%. The preparation method has the advantages of a few reaction steps, simple and convenient post-treatment operation, little time consumption, high yield and low total cost. Thus, a novel method is provided for preparation of the antitumor drug PHA739358.

Design, synthesis and anticancer activity of 1-acyl-3-amino-1,4,5,6- tetrahydropyrrolo[3,4-c]pyrazole derivatives

A series of novel 1-acyl-3-amino-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole derivatives were designed and synthesized. These derivatives were initially evaluated for their in vitro anticancer activity against human colon carcinoma HCT-116 cell line, and com