ES338535A1 - A process for the preparation of l-(-)- -methyl- -(3,4-dihydroxy-phenyl)-alanine - Google Patents

A process for the preparation of l-(-)- -methyl- -(3,4-dihydroxy-phenyl)-alanine

Info

Publication number
ES338535A1
ES338535A1 ES338535A ES338535A ES338535A1 ES 338535 A1 ES338535 A1 ES 338535A1 ES 338535 A ES338535 A ES 338535A ES 338535 A ES338535 A ES 338535A ES 338535 A1 ES338535 A1 ES 338535A1
Authority
ES
Spain
Prior art keywords
phenyl
alanine
methyl
dihydroxy
give
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.)
Expired
Application number
ES338535A
Other languages
Spanish (es)
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.)
Roche Diagnostics GmbH
Original Assignee
Boehringer Mannheim GmbH
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 Boehringer Mannheim GmbH filed Critical Boehringer Mannheim GmbH
Publication of ES338535A1 publication Critical patent/ES338535A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D319/00Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/041,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/061,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D265/00Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/281,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/301,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
    • C07D265/321,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings with oxygen atoms directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L - (-) - a - methyl - b - (3,4 - dihydroxy-phenyl)-alanine is prepared by reacting 3,4-dimethoxy - phenyl - acetone with an alkali metal cyanide and L - (+) - threo - 2,2 - dimethyl - 4 - phenyl - 1,3 - dioxan to give an optically active amino nitrile of the formula <FORM:1114017/C2/1> mixing said amino-nitrile with concentrated hydrochloric acid at a reduced temperature and subsequently warming up the reaction mixture, saponification taking place to give a lactone hydrochloride of the presumed formula <FORM:1114017/C2/2> which is then reacted with either hydrogen peroxide or Raney nickel and the resulting L-(-)-a - methyl - b - (3,4 - dimethoxyphenyl) - alanine is finally demethylated with hydrobromic acid.
ES338535A 1966-03-30 1967-03-28 A process for the preparation of l-(-)- -methyl- -(3,4-dihydroxy-phenyl)-alanine Expired ES338535A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB86427A DE1279685B (en) 1966-03-30 1966-03-30 Process for the preparation of L - (-) - ª ‡ -Methyl-ª ‰ - (3, 4-dihydroxyphenyl) -alanine

Publications (1)

Publication Number Publication Date
ES338535A1 true ES338535A1 (en) 1968-04-01

Family

ID=6983361

Family Applications (1)

Application Number Title Priority Date Filing Date
ES338535A Expired ES338535A1 (en) 1966-03-30 1967-03-28 A process for the preparation of l-(-)- -methyl- -(3,4-dihydroxy-phenyl)-alanine

Country Status (13)

Country Link
AT (1) AT273083B (en)
BE (1) BE696268A (en)
CH (1) CH456627A (en)
DE (1) DE1279685B (en)
DK (1) DK112173B (en)
ES (1) ES338535A1 (en)
FI (1) FI46500C (en)
FR (1) FR1515769A (en)
GB (1) GB1114017A (en)
IL (1) IL27710A (en)
LU (1) LU53300A1 (en)
NL (2) NL6703322A (en)
SE (1) SE309424B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2658942A1 (en) * 1976-12-24 1978-07-06 Basf Ag Diastereomeric 4,4-di:substd.-2-imidazolin-5-one derivs. - prepd. by asymmetric induction, intermediates for optically pure aminoacid(s) such as methyl-DOPA

Also Published As

Publication number Publication date
DE1279685B (en) 1968-10-10
NL126737C (en)
FI46500C (en) 1973-04-10
LU53300A1 (en) 1967-05-29
NL6703322A (en) 1967-10-02
BE696268A (en) 1967-09-29
FR1515769A (en) 1968-03-01
FI46500B (en) 1973-01-02
IL27710A (en) 1970-12-24
GB1114017A (en) 1968-05-15
CH456627A (en) 1968-07-31
DK112173B (en) 1968-11-18
SE309424B (en) 1969-03-24
AT273083B (en) 1969-07-25

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