Title:
【発明の名称】光学活性なバレロラクトン誘導体
Document Type and Number:
Japanese Patent JP3020980
Kind Code:
B2
Abstract:
NEW MATERIAL:Compounds of formula I (R1 is H or OH-protecting group; R2 is 1-4C alkyl, 1-4C alkenyl, 1-4C alkynyl or phenyl; R3 is OH, R4 is H, R3 and R4 together form epoxy; Steric configuration at chiral center C marked with * is alternatively S-configuration or R-configuration; In case ring- constituting C atoms marked with * are chiral center, steric configurations at respective chiral centers C are S-configuration or R-configuration). EXAMPLE:(2S,3S,5R)-5-benzyloxymethyl-2,3-epoxy-3-methyl-delta-valerola ctone. USE:Medicines, agricultural chemicals, cosmetics, food additives and intermediate for synthesis thereof. PREPARATION:An optically active (S)- or (R)-glycidol compound of formula II is reacted with propargylic acid (derivative) of formula III (R5 is H, alkyl, etc.) and the resultant reaction product is reacted with a nucleophilic agent of formula IV (MI is monovalent metal ion; MII is divalent metal ion) to obtain a compound of formula V followed by oxidation thereof.
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Inventors:
Seiichi Takano
Kunio Ogasawara
Kunio Ogasawara
Application Number:
JP3932390A
Publication Date:
March 15, 2000
Filing Date:
February 20, 1990
Export Citation:
Assignee:
Asahi Denka Kogyo Co., Ltd.
International Classes:
C07D309/30; C07C31/18; C07C33/025; C07C33/042; C07C33/26; C07C43/178; C07C69/734; C07D309/32; C07D493/04; (IPC1-7): C07D309/30; C07C31/18; C07C33/025; C07C33/042; C07C33/26; C07C43/178; C07C69/734; C07D309/32; C07D493/04
Domestic Patent References:
| JP63277669A |
Other References:
Ｊ．Ｃｈｅｍ．Ｓｏｃ．，Ｃｈｅｍ．Ｃｏｍｍｕｎ．，ｐ２６８−２６９（１９８３）
Ｊ．Ｃｈｅｍ．Ｓｏｃ．，Ｃｈｅｍ．Ｃｏｍｍｕｎ．，ｐ４８０−４８２（１９８９）
Ｊ．Ｃｈｅｍ．Ｓｏｃ．，Ｃｈｅｍ．Ｃｏｍｍｕｎ．，ｐ８２−８３（１９８４）
Ｊ．Ｏｒｇ．Ｃｈｅｍ．，Ｖｏｌ．４０，Ｎｏ．１１，ｐ．１６１０−１６１６（１９７５）
Ｊ．Ｃｈｅｍ．Ｓｏｃ．，Ｃｈｅｍ．Ｃｏｍｍｕｎ．，ｐ４８０−４８２（１９８９）
Ｊ．Ｃｈｅｍ．Ｓｏｃ．，Ｃｈｅｍ．Ｃｏｍｍｕｎ．，ｐ８２−８３（１９８４）
Ｊ．Ｏｒｇ．Ｃｈｅｍ．，Ｖｏｌ．４０，Ｎｏ．１１，ｐ．１６１０−１６１６（１９７５）
Attorney, Agent or Firm:
Kenichi Morita