JPS6434964A - Production of (+)-n-acyl-1-(4-methoxyphenylmethyl)-1,2,3,4,5,6,7,8-octahy-droisoquinoline - Google Patents

Production of (+)-n-acyl-1-(4-methoxyphenylmethyl)-1,2,3,4,5,6,7,8-octahy-droisoquinoline

Info

Publication number
JPS6434964A
JPS6434964A JP62190770A JP19077087A JPS6434964A JP S6434964 A JPS6434964 A JP S6434964A JP 62190770 A JP62190770 A JP 62190770A JP 19077087 A JP19077087 A JP 19077087A JP S6434964 A JPS6434964 A JP S6434964A
Authority
JP
Japan
Prior art keywords
formula
alkyl
acyl
compound shown
droisoquinoline
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP62190770A
Other languages
Japanese (ja)
Other versions
JPH0625124B2 (en
Inventor
Masahito Kitamura
Takeshi Shiyou
Ryoji Noyori
Hidemasa Takatani
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Takasago International Corp
Original Assignee
Takasago International Corp
Takasago Perfumery Industry Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Takasago International Corp, Takasago Perfumery Industry Co filed Critical Takasago International Corp
Priority to JP62190770A priority Critical patent/JPH0625124B2/en
Publication of JPS6434964A publication Critical patent/JPS6434964A/en
Publication of JPH0625124B2 publication Critical patent/JPH0625124B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Other In-Based Heterocyclic Compounds (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

PURPOSE:To obtain the titled compound from (Z)-N-acyl-1-(4-methoxyphe nylmethylene)-3,4,5,6,7,8-hexahydroisoquinoline, by asymmetric hydrogenation reaction using a ruthenium-phosphine complex. CONSTITUTION:A compound shown by formula IV (R<1> is H or alkyl) is hydrogenated in the presence of an optically active ruthenium-phosphine catalyst [especially preferably selected from compounds shown by formula I (X is halogen; Y is H, amino, acetylamino or sulfone; R<2> is H or alkyl), group shown by formula II or formula III [A is Z are ClO4, PF6, BF4 or R<3>COO (R<3> is alkyl or phenyl) A and Z form alkylenedicarboxy] to give the titled compound shown by formula V. The compound shown by formula V is useful as an intermediate for producing (+)-dextromethorphan.
JP62190770A 1987-07-30 1987-07-30 Process for producing (+)-N-acyl-1- (4-methoxyphenylmethyl) -1,2,3,4,5,6,7,8-octahydroisoquinoline Expired - Lifetime JPH0625124B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP62190770A JPH0625124B2 (en) 1987-07-30 1987-07-30 Process for producing (+)-N-acyl-1- (4-methoxyphenylmethyl) -1,2,3,4,5,6,7,8-octahydroisoquinoline

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP62190770A JPH0625124B2 (en) 1987-07-30 1987-07-30 Process for producing (+)-N-acyl-1- (4-methoxyphenylmethyl) -1,2,3,4,5,6,7,8-octahydroisoquinoline

Publications (2)

Publication Number Publication Date
JPS6434964A true JPS6434964A (en) 1989-02-06
JPH0625124B2 JPH0625124B2 (en) 1994-04-06

Family

ID=16263434

Family Applications (1)

Application Number Title Priority Date Filing Date
JP62190770A Expired - Lifetime JPH0625124B2 (en) 1987-07-30 1987-07-30 Process for producing (+)-N-acyl-1- (4-methoxyphenylmethyl) -1,2,3,4,5,6,7,8-octahydroisoquinoline

Country Status (1)

Country Link
JP (1) JPH0625124B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0397042A2 (en) * 1989-05-10 1990-11-14 F. Hoffmann-La Roche Ag Process for the preparation of isoquinoline derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0397042A2 (en) * 1989-05-10 1990-11-14 F. Hoffmann-La Roche Ag Process for the preparation of isoquinoline derivatives

Also Published As

Publication number Publication date
JPH0625124B2 (en) 1994-04-06

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