Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester Chemical Properties

storage temp. 

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

Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester Usage And Synthesis

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

Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester(203663-25-6)Related Product Information

• 1,2,3,4-Cyclobutanetetracarboxylic Dianhydride
• Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, 5-aminohexahydro-, 1,1-dimethylethyl ester, ethanedioate (1:1), (3aR,6aS)-rel-
• Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-dimethylethyl ester, (3aα,5α,6aα)
• Cyclopentyl isocyanate
• cyclohex-1,4-ylene diisocyanate