OPTICALLY ACTIVE ALPHA-HALOKETAL

Title:

OPTICALLY ACTIVE ALPHA-HALOKETAL

Document Type and Number:

Japanese Patent JPH06100498

Kind Code:

A

Abstract:

PURPOSE: To provide the subject new compds. obtained by stereoselective halogenation of optically active ketals, convertible to α-arylalkanoic acids useful for antiphologistic and analgesic by a stereoselective rearrangement reaction.

CONSTITUTION: The optically active α-haloketals of the formula [Ar is a (substd.) aryl; R is a 1-4C alkyl; R1 and R2 are each OH, OM (M is an alkali metal) or OR3 (R3 is a 1-24C alkyl), etc.; X is a halogen, etc.; both of C with an asterisk are in (R) or (S) configuration] are obtained by mixing 1-(6- methoxy-2-naphtyl)-propan-1-one, L(+) tartaric dimethylate and trimethyl orthoformic ester, after gradually heating to become an uniform soln., adding methanesulfonic acid, refluxing for 2 hours to react, and after cooling at room temp., extraction-treating the reaction mixture with methylene chloride, adding tetra-normalbutylammonium perbromide to the extraction-treated reaction product and keeping at 20°C for 24 hours.

Inventors:

KURAUDEIO GIORUDANO
GURAJIANO KASUTARUDEI
FURUBIO UGERI
SHIRUBIA KABITSUCHIORI

Application Number:

JP8510393A

Publication Date:

April 12, 1994

Filing Date:

March 22, 1993

Export Citation:

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Assignee:

ZAMBON SPA

International Classes:

A61K31/215; A61K31/335; A61K31/357; A61P25/04; A61P29/00; C07B31/00; C07B53/00; C07B57/00; C07C45/00; A61K31/19; C07C45/46; C07C49/807; C07C51/00; C07C51/09; C07C51/31; C07C53/132; C07C53/136; C07C57/30; C07C57/32; C07C57/40; C07C57/50; C07C57/58; C07C59/52; C07C59/56; C07C59/64; C07C59/84; C07C59/90; C07C67/00; C07C67/24; C07C67/30; C07C67/475; C07C69/003; C07C69/612; C07C69/616; C07C69/62; C07C69/63; C07C69/65; C07C69/67; C07C69/675; C07C69/70; C07C69/708; C07C69/716; C07C69/73; C07C69/734; C07C69/736; C07C231/00; C07C231/12; C07C235/06; C07C235/08; C07C235/10; C07C235/14; C07C235/16; C07C235/18; C07C235/20; C07C235/32; C07D317/26; C07D317/32; C07D405/00; C07D409/00; C07D413/12; C07D413/14; C07C; (IPC1-7): C07C69/67; C07C67/00; C07C67/24; C07C69/65; C07C69/70; C07C69/734; C07D317/32

Domestic Patent References:

JPS6071271A	1985-04-23
JPH0585102A	1993-04-06

Attorney, Agent or Firm:

Yamashita

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