Oxalic Acid → HCID 15713272、化合物

反応式

[C:1]1(S([O-])(=O)=O)[CH:6]=CC=CC=1.[CH:11]([C:13]1C=C[N+](C)=CC=1)=[O:12].C(Cl)Cl.[N+](=C1C[CH2:34][CH2:33][CH2:32][C:31]2[CH:26]1CCC[CH:30]=2)=[N-].[C:36]([OH:41])(=[O:40])[C:37]([OH:39])=[O:38].CN(C)C=[O:45]>>[OH:38][C:37]1([C:36]([O:41][CH2:6][CH3:1])=[O:40])[CH2:26][CH:31]([CH3:30])[CH2:32][CH:33]([C:34]([O:12][CH2:11][CH3:13])=[O:45])[O:39]1

参加物

反応物 5

HCID 971Oxalic Acid

HCID 6228Dimethylformamide

HCID 6344Dichloromethane

HCID 98171274-Formyl-1-methylpyridinium benzenesulphonate

HCID 22747271HCID 22747271、化合物

生成物 1

HCID 15713272HCID 15713272、化合物

実験手順

840 mg of 4-formyl-l-methyl pyridinium benzensulfonate were added to a solution of 740 mg of the product of Step A, 15 ml of methylene chloride and 5 ml of dimethylformamide and the reaction mixture was stirred for 45 minutes. 1 ml of diazobicyclo[5,4,0]-undec-7-ene was added and the reaction mixture was stirred for 45 minutes. After cooling down to 5-l0° C., 5 ml of a saturated aqueous solution of oxalic acid were added and the reaction mixture was stirred for 1 hour. Extraction took place with methylene chloride followed by washing with a solution of sodium bicarbonate, drying, filtering and bringing to dryness to obtain 630 mg of product which was chromatographed on silica, eluting with a cyclohexane-ethyl acetate (9-1) mixture to obtain 160 mg of Isomer A and 125 mg of Isomer B.