Hydrochloric Acid → rac-tert-butyl N-[(1R,2R)-2-aminocyclopropyl]carbamate hydrochloride

HRID 1504817노트

반응식

HRID 1504817 반응식
[ClH:1].[C@@H:2]1([NH:13]C(=O)OC(C)(C)C)[CH2:4][C@H:3]1[NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9]>C(OCC)(=O)C>[ClH:1].[NH2:13][C@@H:2]1[CH2:4][C@H:3]1[NH:5][C:6](=[O:12])[O:7][C:8]([CH3:10])([CH3:9])[CH3:11]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 90354416di-tert-butyl rel-(1R,2R)-cyclopropane-1,2-diylbiscarbamate

생성물 1

HCID 57364724rac-tert-butyl N-[(1R,2R)-2-aminocyclopropyl]carbamate hydrochloride

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

37% hydrochloric acid (40.0 mL) in ethyl acetate (300 mL) was added dropwise to a solution of di-tert-butyl rel-(1R,2R)-cyclopropane-1,2-diylbiscarbamate (80.0 g) in ethyl acetate (500 mL) at 0° C. The reaction mixture was warmed to ambient temperature. After 16 hours, the reaction mixture was filtered. The collected solids were washed with diethyl ether and then dried under reduced pressure to afford tert-butyl rel-[(1R,2R)-2-aminocyclopropyl]carbamate HCl salt. MS ESI calc'd. for C8H17N2O2 [M+H]+ 173. found 173. 1H NMR (300 MHz, DMSO-d6) δ: 8.36 (bs, 3H), 7.14 (s, 1H), 2.87-2.86 (m, 1H), 2.50-2.49 (m, 1H), 1.39 (s, 9), 1.09-1.02 (m, 1H), 0.92-0.86 (m, 1H).

후처리

  1. filtrationthe reaction mixture was filtered
  2. washThe collected solids were washed with diethyl ether
  3. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-2e7463e2fe254e6a9732b48928eef774
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216173B2

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