JPS57112385A - Production of mugineic acids - Google Patents

Production of mugineic acids

Info

Publication number
JPS57112385A
JPS57112385A JP55185540A JP18554080A JPS57112385A JP S57112385 A JPS57112385 A JP S57112385A JP 55185540 A JP55185540 A JP 55185540A JP 18554080 A JP18554080 A JP 18554080A JP S57112385 A JPS57112385 A JP S57112385A
Authority
JP
Japan
Prior art keywords
compound
formula
butyrolactone
give
oxidized
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
JP55185540A
Other languages
Japanese (ja)
Other versions
JPH0124791B2 (en
Inventor
Yasushi Oofuna
Masako Tomita
Takasuke Nomoto
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.)
Suntory Ltd
Original Assignee
Suntory Ltd
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 Suntory Ltd filed Critical Suntory Ltd
Priority to JP55185540A priority Critical patent/JPS57112385A/en
Publication of JPS57112385A publication Critical patent/JPS57112385A/en
Publication of JPH0124791B2 publication Critical patent/JPH0124791B2/ja
Granted 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
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Pyrane Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

PURPOSE: The hydroxyl in α-hydroxy-γ-butyrolactone is tetrahydropyranylated, and its imino and carboxyl groups are protected, then the skelton of mugineic acid is built up, then the protecting groups are removed in order to give the titled compounds.
CONSTITUTION: α-Hydroxy-γ-butyrolactone, after its hydroxyl is tetrahydro- pyranylated, is ring-opened and at the same time the carboxyl is benzylated to give the compound of formulaI. The product is oxidized and coupled with α- amino-γ-butyrolactone to form the compound of formula II. The imino group in the compound is protected and the ring is opened and simultaneously esterified with benzyl to give the compound of formula III. The compound is oxidized and coupled with an azetidine-2-carboxylic ester to prepare the compound of formula IV. Then, the benzyl group is eliminated reductively with hydrogen in the presence of Pd-C catalyst and a trace amount of hydrogen chloride, further the other protecting groups are removed with trifluoroacetic acid to produce 2-deoxymugineic acid of formula V.
COPYRIGHT: (C)1982,JPO&Japio
JP55185540A 1980-12-29 1980-12-29 Production of mugineic acids Granted JPS57112385A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP55185540A JPS57112385A (en) 1980-12-29 1980-12-29 Production of mugineic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP55185540A JPS57112385A (en) 1980-12-29 1980-12-29 Production of mugineic acids

Publications (2)

Publication Number Publication Date
JPS57112385A true JPS57112385A (en) 1982-07-13
JPH0124791B2 JPH0124791B2 (en) 1989-05-15

Family

ID=16172587

Family Applications (1)

Application Number Title Priority Date Filing Date
JP55185540A Granted JPS57112385A (en) 1980-12-29 1980-12-29 Production of mugineic acids

Country Status (1)

Country Link
JP (1) JPS57112385A (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51149241A (en) * 1975-06-11 1976-12-22 Merck & Co Inc Improved method of producing alphaamethyll 3*44dihydroxyphenyl alanine ester

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51149241A (en) * 1975-06-11 1976-12-22 Merck & Co Inc Improved method of producing alphaamethyll 3*44dihydroxyphenyl alanine ester

Also Published As

Publication number Publication date
JPH0124791B2 (en) 1989-05-15

Similar Documents

Publication Publication Date Title
JPS5214775A (en) Process for preparing cyclohexane derivatives
JPS5432409A (en) Preparation of ciol and cyclic ether
JPS57112385A (en) Production of mugineic acids
JPS56154433A (en) Quinone compound and its preparation
JPS5439041A (en) Preparation of 3-propionylsalicylic acid
JPS5473729A (en) Novel muramyldipeptide derivative
JPS55122758A (en) Racemization of l-alpha-methyl-beta-acylthiopropionic acid
JPS57163383A (en) Neplanocin a derivative
JPS53149912A (en) Preparation of alkoxyalkylidene compounds
JPS5740432A (en) Production of carboxylic acid chloride
JPS5643287A (en) Preparation of cephamycin derivative
JPS56150081A (en) Substance fr-900198, its salt, preparation thereof and medicinal composition containing the same
JPS5721368A (en) Production of n-hydroxyalkylpiperidine
JPS5543089A (en) Preparation of 3-cephem compound
JPS51124193A (en) A method for preparing a polyester
JPS5412369A (en) Preparation of thienylacetic acid
JPS56131547A (en) Preparation of sesquiterpene derivative
JPS562976A (en) Benzoxazine derivative and its preparation
JPS5759883A (en) Production of chromone-3-carboxylic acid
JPS5328101A (en) Antibiotics as-85 and its preparation
JPS57120584A (en) Production of catechin derivative
JPS5310717A (en) Production of cellulose acetate pulp
JPS51125239A (en) Process for preparing new bytyrophenone derivatives
JPS5748988A (en) Chiral twelve-membered cyclic tetramine metal (2) complex and its preparation
JPS5524156A (en) Novel cyclohexylacetic acid derivative