Hydrochloric Acid → (3aR,6aR)-5-Methyloctahydropyrrolo[3,4-b]pyrrole

To a solution of the product of Example 7A (20.8 g, 0.86 mole) in methanol (450 ml) was added aqueous 3N HCl (300 ml). The mixture was stirred at room temperature overnight, then concentrated to dryness at 30° C. under vacuum. The residue was treated with aqueous 1N NaOH to obtain a pH of 9-10. The mixture was concentrated to dryness. The crude material was purified by chromatography (eluting with a mixture of 10% methanol and 1% ammonium hydroxide in dichloromethane) to provide the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 4.12-4.17 (m, 1H) 3.31-3.43 (m, 1H) 3.19-3.30 (m, 1H) 3.12 (d, J=11.53 Hz, 1H) 2.88-3.01 (m, 1H) 2.69 (dd, J=9.49, 2.37 Hz, 1H) 2.40-2.52 (m, 2H) 2.33 (s, 3H) 2.12-2.28 (m, 1H) 1.82-1.95 (m, 1H). MS: (M+H)+=127.

1. concentrationconcentrated to dryness at 30° C. under vacuum
2. additionThe residue was treated with aqueous 1N NaOH
3. customto obtain a pH of 9-10
4. concentrationThe mixture was concentrated to dryness
5. customThe crude material was purified by chromatography (
6. washeluting with a mixture of 10% methanol and 1% ammonium hydroxide in dichloromethane)

ORDレコード

ord-c832e9918ba14ed7beca1c88010d876d

出典データセット

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07728031B2