FR2256151A1 - 2-Amino-4-(2-aminoethoxy)butanoic acid - is a plant growth regulator esp. for acceleration of fruit ripening - Google Patents

2-Amino-4-(2-aminoethoxy)butanoic acid - is a plant growth regulator esp. for acceleration of fruit ripening

Info

Publication number
FR2256151A1
FR2256151A1 FR7443440A FR7443440A FR2256151A1 FR 2256151 A1 FR2256151 A1 FR 2256151A1 FR 7443440 A FR7443440 A FR 7443440A FR 7443440 A FR7443440 A FR 7443440A FR 2256151 A1 FR2256151 A1 FR 2256151A1
Authority
FR
France
Prior art keywords
esp
fruit
growth regulator
aminoethoxy
acceleration
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
FR7443440A
Other languages
French (fr)
Other versions
FR2256151B3 (en
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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
Priority claimed from US430335A external-priority patent/US3865694A/en
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of FR2256151A1 publication Critical patent/FR2256151A1/en
Application granted granted Critical
Publication of FR2256151B3 publication Critical patent/FR2256151B3/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/04—Alpha- or beta- amino acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
    • C12P41/007—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures by reactions involving acyl derivatives of racemic amines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Microbiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Butanoic-acid deriv. of formula H2N.CH2.CH2.OCH2CH2 CH(NH2)CO2H (I) and its pharmaceutically acceptable acid addn. salts are new, esp. (I) is the L- or D,L- forms, increase ethylene formation in fruit so may be used as a plant-growth regulator, esp. to encourage fruit drop particularly for citrus fruit. (I) is prepd. using the following methods: (a) by catalytic reduction of trans H2NCH2CH2OCH=HCC(NH2)NCO2H, (b) by condensing R1HN.CH2.CH2.OCH2.CH2R2 with MC(CO2Et)2NHR3 (R1 and R3 and N-protecting gpps, R2 = Cl, Br or I; M = alkali metal). The protecting gps. are then removed.; (c) racemic (I) may be resolved by diacylation and treatment of the diacylate with pig kidney acylase. (d) cultivation of Streptomyces sp. X-11085 (NRRL 5331) on conventional media to give L-(I). Pref. the filtered broth is treated by ion-exchange or absorption chromatography.
FR7443440A 1974-01-02 1974-12-31 2-Amino-4-(2-aminoethoxy)butanoic acid - is a plant growth regulator esp. for acceleration of fruit ripening Granted FR2256151A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US43037374A 1974-01-02 1974-01-02
US430335A US3865694A (en) 1974-01-02 1974-01-02 Fermentative preparation of L-2-amino-4(2-aminoethoxy)-butanoic acid

Publications (2)

Publication Number Publication Date
FR2256151A1 true FR2256151A1 (en) 1975-07-25
FR2256151B3 FR2256151B3 (en) 1977-09-23

Family

ID=27028555

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7443440A Granted FR2256151A1 (en) 1974-01-02 1974-12-31 2-Amino-4-(2-aminoethoxy)butanoic acid - is a plant growth regulator esp. for acceleration of fruit ripening

Country Status (7)

Country Link
JP (1) JPS5096523A (en)
DE (1) DE2461138A1 (en)
DK (1) DK692074A (en)
FR (1) FR2256151A1 (en)
IT (1) IT1049330B (en)
NL (1) NL7416263A (en)
SE (1) SE7416331L (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4030090C1 (en) * 1990-09-22 1991-10-17 Radolid Thiel Gmbh, 5880 Luedenscheid, De

Also Published As

Publication number Publication date
JPS5096523A (en) 1975-07-31
IT1049330B (en) 1981-01-20
FR2256151B3 (en) 1977-09-23
SE7416331L (en) 1975-07-03
DK692074A (en) 1975-09-01
DE2461138A1 (en) 1975-07-10
NL7416263A (en) 1975-07-04

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Legal Events

Date Code Title Description
ST Notification of lapse