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Home > Encyclopedia > Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester structure

Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester 

structure
  • CAS No:

    141449-85-6

  • Formula:

    C11H20N2O2

  • Chemical Name:

    Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

  • Synonyms:

    Pyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid,hexahydro-,1,1-dimethylethyl ester;Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester;3-Boc-3,7-diazabicyclo[3.3.0]octane;Hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid tert-butyl ester;2-(tert-Butoxycarbonyl)hexahydropyrrolo[3,4-c]pyrrole;N-(tert-Butoxycarbonyl)-3,7-diazabicyclo[3.3.0]octane;tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate;tert-Butyl 2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrole-5-carboxylate;2,3,3a,4,6,6a-Hexahydro-1H-pyrrolo[3,4-c]pyrrole-5-carboxylic acid tert-butyl ester;2-Boc-Hexahydropyrrolo[3,4-c]pyrrole;1623129-52-1

Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester Basic Attributes

212.29

212.29

DTXSID40399849

2933990090

Characteristics

41.6

0.7

1.076±0.06 g/cm3(Predicted)

295.4±33.0 °C(Predicted)

132.5±25.4 °C

1.494

Safety Information

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

H302

|Warning|H302 (66.67%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester Use and Manufacturing

The 5-benzylhexahydropyrrolo[3, 4-c]pyrrole-2-carboxylic acid tert-butyl ester (5.07 g, 0.0168 mol) was dissolved in methanol (50 mL) and 20percentPd(OH)To a solution of /eri-butyl 5-benzylhexahydropyrrolo[3, 4-c] pyrrole-2( 1 H)-carboxylate (2.50 g) in MeOH ( 100 mL) was added a catalytic amount ofPd(OH)To a solution of tert-butyl 5-benzylhexahydropyrrolo[3, 4-c]pyrrole-2(1H)-carboxylate (2.50 g) in MeOH (100 mL) was added a catalytic amount of Pd(OH)Palladium hydroxide (0.1 g) was added to a solution of 74 (1.0 g, 3.3 mmol) in EtOH (50 mL). The solution was hydrogenated under atmospheric pressure overnight and filtered through a CELITENo. pad. The resulting solution was concentrated in vacuo to afford 0.6 g (85percent) of 75: MS (ES+) m/z 213 (M + H)+A mixture of compound 4 (130 mg), Pd/C (100 mg, 10percent) and ammonium formate (160 mg) in ethanol (10 mL) was heated to reflux for 2 hours and then allowed to cool to room temperature. The solid was filtered off and the filtrate was concentrated in vacuo. The residue was purifed by preparative HPLC to provide title compound 5 as a pale yellow oil (76 mg, 84percent). LCMS: Rf: 0.371 min, M+H+ : 213.7.6 g (25.3 mmol) von Beispiel [XXIX] werden in 100 ml Ethanol an 1.5 g 10 percent iger Palladium-Aktivkohle bei [100°C] und 100 bar hydriert. Man filtriert den Katalysator ab, engt das Filtrat ein und destilliert den Rueckstand. Es werden 3.6 g (76 percent d. Th. ) des Produktes erhalten. Siedepunkt : [92°C/0.] [08] mbar5-Benzyl-hexahydro-pyrrolo[3, 4-c]pyrrole-2-carboxylic acid tert-butyl ester (2.2 g, 7.3 mmol) and 10percent Pd(OH)

Computed Properties

Molecular Weight:212.29
XLogP3:0.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:212.152477885
Monoisotopic Mass:212.152477885
Topological Polar Surface Area:41.6
Heavy Atom Count:15
Complexity:248
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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