Trisodium Phosphate → 5-(3-Azabicyclo[3.1.0]hexan-1-yl)-3-methyl-1,2,4-oxadiazole

HRID 1477505

반응식

HRID 1477505 반응식
P([O-])([O-])([O-])=O.[Na+].[Na+].[Na+].[C@:9]12([C:15]3[O:19][N:18]=[C:17]([CH3:20])[N:16]=3)[CH2:14][C@H:13]1[CH2:12][NH:11][CH2:10]2>CO>[C:9]12([C:15]3[O:19][N:18]=[C:17]([CH3:20])[N:16]=3)[CH2:14][CH:13]1[CH2:12][NH:11][CH2:10]2

참가 물질

4

반응물 2

HCID 24243Trisodium PhosphateHCID 86699317(1R,5R)-1-(3-Methyl-1,2,4-oxadiazol-5-yl)-3-azabicyclo[3.1.0]hexane

생성물 1

HCID 533270125-(3-Azabicyclo[3.1.0]hexan-1-yl)-3-methyl-1,2,4-oxadiazole

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The combined mother liquors were evaporated and the salt was free-based in dichloromethane as described above for 106b prior to adding L-tartaric acid (400 mg, 2.66 mmol) in 20 mL of methanol. The exact recrystallization procedure was repeated as described above; obtained 168 mg of 5-((1R,5R)-3-azabicyclo[3.1.0]hexan-1-yl)-3-methyl-1,2,4-oxadiazole (106a). The optical purity (99.5%) was determined by HPLC analysis (Chiral Technologies Chiral-AGP, 4.0 mm×150 mm, 0.5% methanol, 20 mM sodium phosphate pH=7). (106a) MS (ESI) m/z 165.8 [M+H]+. 1H NMR (DMSO-d6) δ: 1.44 (m, 2H), 2.23 (m, 1H), 2.28 (s, 3H), 3.06 (s, 2H), 3.35 (m, 2.H), 4.13 (s, 2H).

출처 및 근거

ORD 기록
ord-69a5475c3cf04b20a32748606be74ed0
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403806B1

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