(1S,4aS,6S,7R,7aR)-6,7-epoxy-7-methyl-1-(methylcarbamoyloxy)-1,4a,5,6,7,7a-hexahydrocyclopenta [c]-pyrane-4-carboxylic acid benzyl ester → (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 1976355ノート

反応式

HRID 1976355 の反応式
C([O:8][C:9]([C:11]1[C@H:12]2[CH2:24][C@@H:23]3[O:25][C@:22]3([CH3:26])[C@@H:13]2[C@H:14]([O:17][C:18](=[O:21])[NH:19][CH3:20])[O:15][CH:16]=1)=[O:10])C1C=CC=CC=1>[C].[Pd].C(OCC)(=O)C>[O:25]1[C@@:22]2([CH3:26])[C@@H:23]1[CH2:24][C@@H:12]1[C:11]([C:9]([OH:10])=[O:8])=[CH:16][O:15][C@@H:14]([O:17][C:18](=[O:21])[NH:19][CH3:20])[C@H:13]12

参加物

4

反応物 1

HCID 57263744(1S,4aS,6S,7R,7aR)-6,7-epoxy-7-methyl-1-(methylcarbamoyloxy)-1,4a,5,6,7,7a-hexahydrocyclopenta [c]-pyrane-4-carboxylic acid benzyl ester

生成物 1

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 acid収率 113.6%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

35 mg of 5% palladium-carbon catalyst were added to an ethyl acetate solution containing 350 mg of (1S,4aS,6S,7R,7aR)-6,7-epoxy-7-methyl-1-(methylcarbamoyloxy)-1,4a,5,6,7,7a-hexahydrocyclopenta [c]-pyrane-4-carboxylic acid benzyl ester followed by stirring for 2 hours at room temperature under hydrogen gas atmosphere at 1 atm. After filtering out the insoluble matter, the filtrate was concentrated under reduced pressure to obtain a colorless powder in the form of (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 (298 mg, yield: 99%). The physicochemical properties of this compound are described in Table 1, Compound No. 1.

後処理

  1. filtrationAfter filtering out the insoluble matter
  2. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-d28a546e96b442a3a8563a5e5dcf4453
出典データセット
uspto-grants-2001_05
特許番号
US06225478B1

反応ノート

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