Hydrochloric Acid → HCID 178461366, 화합물

반응식

C[C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9]([C@@H:11]1[CH2:13][C@H:12]1[C:14]([OH:16])=O)=[O:10].B(OC)(OC)O[CH3:19].C1COCC1.Cl>>[CH3:19][C@H:6]1[CH2:7][CH2:2][C@H:3]([NH:8][C:9]([C@@H:11]2[CH2:13][C@H:12]2[CH2:14][OH:16])=[O:10])[CH2:4][CH2:5]1

참가 물질

반응물 4

HCID 313Hydrochloric Acid

HCID 8028Tetrahydrofuran

HCID 8470Trimethyl borate

HCID 68455212trans-2-(trans-2-Methylcyclohexylcarbamoyl)-cyclopropanecarboxylic acid

생성물 1

HCID 178461366HCID 178461366, 화합물수율 83%

실험 절차

Stir a solution, under argon, at 0° C., of trans-2-(trans-2-methylcyclohexylcarbamoyl)-cyclopropanecarboxylic acid (Example 11b) (3.69 g, 16.4 mmol), trimethyl borate (5.6 mL, 50 mmol), and add slowly 2N borane dimethylsulfide complex in THF (16.4 mL, 32.8 mmol). Continue to stir the reaction at 0° C. for 1 h, and then at ambient temperature for 2 h. Carefully pour the reaction mixture into ice-H2O and acidify with 2N HCl. Extract the mixture with EtOAc (3 times), wash with brine, dry over MgSO4 and concentrate to obtain 2.85 g (83%) of product as a solid.