[go: up one dir, main page]
More Web Proxy on the site http://driver.im/

Hanessian et al., 1981 - Google Patents

Total synthesis of (+)-thromboxane B2 from D-glucose. A detailed account

Hanessian et al., 1981

View PDF
Document ID
17294122340970995033
Author
Hanessian S
Lavallee P
Publication year
Publication venue
Canadian Journal of Chemistry

External Links

Snippet

The total synthesis of thromboxane B2 from d-glucose is described, based on the recognition of hidden carbohydrate-type symmetry in the molecule. Methyl 2-deoxy-α-d-ribo- hexopyranoside was prepared from d-glucose and manipulated in such a way as to …
Continue reading at cdnsciencepub.com (PDF) (other versions)

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • 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
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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 ring carbon atoms
    • C07D307/32—Oxygen atoms
    • 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
    • C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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 ring carbon atoms
    • C07D309/30—Oxygen atoms, e.g. delta-lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • 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
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
    • C07D309/10—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • 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
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • 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

Similar Documents

Publication Publication Date Title
Fleming et al. Stereospecific syntheses and reactions of allyl-and allenyl-silanes
Reitz et al. Stereoselectivity of electrophile-promoted cyclizations of. gamma.-hydroxyalkenes. An investigation of carbohydrate-derived and model substrates
Wuts et al. Total synthesis of oleandrose and the avermectin disaccharide, benzyl. alpha.-L-oleandrosyl-. alpha.-L-4-acetoxyoleandroside
Hanessian et al. Total synthesis of (+)-thromboxane B2 from D-glucose. A detailed account
Xie et al. Alkylidenation of sugar lactones and further transformation to C-glycosides
Tak et al. Preparative syntheses of 2, 6-dideoxy-α-L-lyxo-hexose (2-deoxy-α-L-fucose) and its D-ribo epimer (digitoxose)
EP0595888B1 (en) A process for the preparation of demethylepypodophyllotoxin
Downham et al. Dispiroketals in synthesis (part 19) 1: Dispiroketals as enantioselective and regioselective protective agents for symmetric cyclic and acyclic polyols.
Ogawa et al. A novel synthesis of prostaglandin D2
Cardillo et al. Regio-and stereoselective synthesis of methyl. alpha.-L-daunosaminide hydrochloride
Knapp et al. Synthesis of 1-O-methyl-. beta., D-ezoaminuroic acid
Lopez et al. Efficient routes to pyranosidic homologated conjugated enals and dienes from monosaccharides
EP1721894A1 (en) Process for the synthesis of prostaglandin derivatives
Bichard et al. Acetonides of heptonolactones: Kiliani ascension of 3-O-benzyl-D-glucose and 3-O-benzyl-D-allose
US4133817A (en) 11-Oxa-prostaglandin analogs
Fronza et al. Stereochemistry and synthetic applications of the products of yeast reduction of 3-hydroxy-3-methyl-5-phenylpent-4-en-2-one
Cook et al. Highly stereoselective addition of organozinc reagents to pentopyranose derived glycals: effect of protecting group and assignment of C-glycoside stereochemistry
US4400393A (en) Novel bicyclooctane compounds
Elhalem et al. Synthetic studies toward the preparation of (4R, 5R)-(−)-3-[(benzyloxy) methyl]-4, 5-O-isopropylidene-cyclopenten-2-one: an important synthetic intermediate for carbanucleosides
Lubineau et al. Stereochemical Study of Cycloadditions Using Erythrose and Threose Based Dienes as Source of 2-Nonulosonic Acid Analogs
Czernecki et al. Chain Extension of Carbohydrates VI. Synthesis of the Two C-6 Epimers of the 6-Acetylamino-4, 6-dideoxyheptopyranosiduronic Acid Present in Amipurimycin by Means of Stereocontrolled Ethynylation of Methyl 2, 3-Di-O-benzyl-4-deoxy-. ALPHA.-D-xylo-hexodialdo-1, 5-pyranoside.
Orsini et al. A new Co (0) complex mediated synthesis of C-glycoside analogues
JPH06122653A (en) Production of saturated monocyclic hydrocarbon compound and its intermediate
Pelyvás et al. En route to thromboxane compounds from carbohydrates, I. Synthesis of the unsaturated sugar precursors
Yoshimatsu et al. 1, 7-Acetal Carbon Rearrngement via 1, 5-Hydride Transfer in an Oxocanyl Carbenium Ion. Conversion of O-(5-Hexenyl)-Se, O-heteroacetals or O, O-Acetals into 7-Oxohexanols or 7-Oxohexyl Chlorides.