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

HRID 1504817ノート

反応式

HRID 1504817 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-2e7463e2fe254e6a9732b48928eef774
出典データセット
uspto-grants-2015_12
特許番号
US09216173B2

反応ノート

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