Nothing Special   »   [go: up one dir, main page]

Wagner et al., 1963 - Google Patents

Synthesis of the New 5-Phosphomethyl-6-chromanyl Acetate of Vitamin K1 (20) by a Novel Cyclization Reaction

Wagner et al., 1963

Document ID
3242817206950653666
Author
Wagner A
Lusi A
Erickson R
Arison B
Trenner N
Folkers K
Publication year
Publication venue
Journal of the American Chemical Society

External Links

Snippet

A new type of phosphorylated chromanyl derivative, of current interest in studies of biological oxidative phosphorylation, has been synthesized by a novel cyclization reaction. Treatment of vitamin Ki (2o) with con-centrated sulfuric acid, followed by reaction with water …
Continue reading at pubs.acs.org (other versions)

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulfur atoms in positions 2 or 4
    • C07D311/70—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulfur atoms in positions 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
    • C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/18—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring

Similar Documents

Publication Publication Date Title
CA1145761A (en) Quinone derivatives
US4193931A (en) Polyene compounds
Adler et al. Periodate oxidation of phenols
Jurd The selective alkylation of polyphenols. II. Methylation of 7-, 4'-, and 3'-hydroxyl groups in flavonols
FI108642B (en) Process for the preparation of therapeutically useful 4-hydroxy tetrahydropyran-2-ones and the corresponding dihydroxycarboxylic acids and their salts and esters
Stille et al. Oxirene. An intermediate in the peroxyacid oxidation of acetylenes
Wikholm et al. Dimethyl sulfoxide-acetic anhydride oxidative rearrangements of hydroxyterphenylquinones. Possible biosynthetic model
Witiak et al. Synthesis of ethyl 6-substituted-chroman-and-chromone-2-carboxylates. Comparative structure-activity study employing the 6-phenyl and phenoxy analogs in the triton hyperlipidemic rat model
Aldridge et al. Metabolites of Helminthosporium monoceras: structures of monocerin and related benzopyrans
Engelbrecht et al. A new sterol from an alcyonarian
Wagner et al. Synthesis of the New 5-Phosphomethyl-6-chromanyl Acetate of Vitamin K1 (20) by a Novel Cyclization Reaction
Grove Metabolic products of Stemphylium radicinum. Part IV. Minor products
EP0058057B1 (en) Method of producing quinone derivatives
Gorodetsky et al. Photochemistry of enolic systems. II. Irradiation of dienol acetates
Kuritani et al. Absolute configuration of endo-cis-bicyclo [3.3. 0] oct-7-en-2-ol and specific rotation of 3-oxocyclopentaneacetic acid
Spencer et al. Synthesis of 1, 9-cis-Diacetoxy-Δ5, 10-octalone-6; Stereochemical Course of the Robinson Annelation Reaction
US4150042A (en) 6-Hydroxy-7-methoxy-5-benzofuran carboxaldehyde and 2,3-dihydro-7-methoxy-6-benzofuranol
Nitta et al. Studies on the Metabolic Products of Oospora sp.(Oospora astringenes) Part IV. Confirmation of the Chemical Structure of Oospolactone by the Synthetical Approach Part V. Determination of the Chemical Structure of Oosponol by Synthesis Part VI. Chemical Structure of Oospoglycol (K− 1), and its Formation from Oosponol by the Fungus
Magnusson Carbohydrate thio ortho esters. Synthesis and characterization
Suginome et al. The Synthesis of d, l-Homopterocarpin
Fieser et al. Rearrangement and Reduction of Hindered 2-Hydroxy-3-alkyl-1, 4-naphthoquinones
Jain et al. Synthesis of pomiferin, auriculasin, and related compounds
US3476777A (en) Novel 6-chromanol derivatives and their preparation
Takahashi et al. Biochemical Studies on “Bakanae” Fungus. Part 51–53: Chemical Structure of Gibberellins. Part XVII. Chemical Structure of Gibberellins. Part XVIII. Chemical Structure of Gibberellins. Part XIX.
US3080384A (en) Substituted benzoquinones and preparation thereof