HCID 57301816, compound → (1S,4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-7-methyl-1-(methylcarbamoyloxy) cyclopenta [c]-pyrane-4-carboxylic acid

HRID 377077Notes

Reaction equation

HRID 377077 reaction equation
C[N:2]([CH3:20])[C:3]([C:5]1[C@H:6]2[CH2:18][C@@H:17]3O[C@@H:16]3[C@@H:7]2[C@H:8](OC(=O)NC)OC=1)=[O:4].[CH3:21][N:22](C)[C:23]([C:25]1[C@H:26]2[CH2:38][C@@H:37]3[O:39][C@:36]3([CH3:40])[C@@H:27]2[C@H:28]([O:31][C:32](=[O:35])[NH:33][CH3:34])[O:29][CH:30]=1)=[O:24]>>[N:2]1([NH:22][C:23]([C:25]2[C@H:26]3[CH2:38][C@@H:37]4[O:39][C@:36]4([CH3:40])[C@@H:27]3[C@H:28]([O:31][C:32](=[O:35])[NH:33][CH3:34])[O:29][CH:30]=2)=[O:24])[CH2:3][CH2:5][CH2:6][CH2:20]1.[CH2:21]([NH:22][C:23]([C:25]1[C@H:26]2[CH2:38][C@@H:37]3[O:39][C@:36]3([CH3:40])[C@@H:27]2[C@H:28]([O:31][C:32](=[O:35])[NH:33][CH3:34])[O:29][CH:30]=1)=[O:24])[C:8]1[CH:7]=[CH:16][CH:17]=[CH:18][CH:6]=1.[O:39]1[C@@:36]2([CH3:40])[C@@H:37]1[CH2:38][C@@H:26]1[C:25]([C:23]([OH:4])=[O:24])=[CH:30][O:29][C@@H:28]([O:31][C:32](=[O:35])[NH:33][CH3:34])[C@H:27]12

Participants

5

Reactant 2

HCID 57301816HCID 57301816, compoundHCID 86755116HCID 86755116, compound

Product 3

HCID 18397301(1S,4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-7-methyl-1-(methylcarbamoyloxy) cyclopenta [c]-pyrane-4-carboxylic acidHCID 57159362HCID 57159362, compoundHCID 86755115HCID 86755115, compound

Procedure

(1S,4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-1-(methylcarbamoyloxy)cyclopenta[c]-pyrane-4-carboxylic acid dimethylamide (Table 4, Compound No. 18), (1S,4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-7-methyl-1-(methylcarbamoyloxy)cyclopenta[c]-pyrane-4-carboxylic acid dimethylamide (Table 4, Compound No. 19), (1S,4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-7-methyl-1-(methylcarbamoyloxy)cyclopenta[c]-pyrane-4-carboxylic acid pyrrolidylamide (Table 5, Compound No. 25), and (1S,4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-7-methyl-1-(methylcarbamoyloxy)cyclopenta[c]-pyrane-4-carboxylic acid benzylamide (Table 6, Compound No. 27) were produced in the same manner from (1S,4aS,6S,7R,7aR)-6,7-epoxy-1,4a,5,6,7,7a-hexahydro-7-methyl-1-(methylcarbamoyloxy)cyclopenta[c]-pyrane-4-carboxylic acid. The physicochemical properties of the above compounds are described in the attached tables (corresponding to Table No. and Compound No.).

Sources & evidence

ORD record
ord-2259bbabfe7b4905ad13debd3288562a
Source dataset
uspto-grants-2000_02
Patent number
US06022888

Reaction notes

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