Identification | Back Directory | [Name]
Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester | [CAS]
203663-25-6 | [Synonyms]
tert-butyl 5-hydroxy-octahydrocyclopenta[c]pyrrole-2-carboxylate tert-butyl 5-hydroxy-hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 5-Hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylic acid tert-butyl ester Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester | [Molecular Formula]
C12H21NO3 | [MDL Number]
MFCD15071646 | [MOL File]
203663-25-6.mol | [Molecular Weight]
227.3 |
Chemical Properties | Back Directory | [storage temp. ]
Sealed in dry,2-8°C | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C12H21NO3/c1-12(2,3)16-11(15)13-6-8-4-10(14)5-9(8)7-13/h8-10,14H,4-7H2,1-3H3 | [InChIKey]
DIDQRACXWWEPDZ-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CC2CC(O)CC2C1 |
Hazard Information | Back Directory | [Synthesis]
Step 4) 2-(tert-butoxycarbonyl)hexahydrocyclopenta[c]pyrrol-5(1H)-one (0.9 g, 4 mmol) was dissolved in EtOH (20 mL), and NaBH4 (0.82 g, 21.7 mmol) was added in batches. The reaction mixture was stirred at room temperature for 4.5 h and then concentrated under vacuum. The residue was diluted with EtOAc (50 mL) and washed sequentially with H2O (50 mL) and brine (50 mL). The resulting organic phase was dried over anhydrous Na2SO4 and concentrated in vacuum to afford tert-butyl 5-hydroxy-hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate as a yellow oil (0.99 g, 100% yield), which was used directly in the subsequent reaction. | [References]
[1] Patent: WO2013/138210, 2013, A1. Location in patent: Paragraph 0296 [2] Patent: WO2018/133858, 2018, A1. Location in patent: Paragraph 00207 [3] Patent: EP3401315, 2018, A1. Location in patent: Paragraph 0157; 0161 [4] Patent: US6518423, 2003, B1 [5] Chemical Biology and Drug Design, 2012, vol. 80, # 3, p. 388 - 397 |
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Rhawn Reagent
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