Durand et al., 1998 - Google Patents
(−)-15-Deoxyspergualin: a new and efficient enantioselective synthesis which allows the definitive assignment of the absolute configurationDurand et al., 1998
- Document ID
- 2665740743069181777
- Author
- Durand P
- Richard P
- Renaut P
- Publication year
- Publication venue
- The Journal of Organic Chemistry
External Links
Snippet
(±)-15-Deoxyspergualin (DSG) has recently been marketed in Japan for the control of corticoresistant acute renal graft rejection. A nine-step total synthesis of its eutomer ((−)- DSG) 2 has been developed starting from 7-bromoheptanenitrile 3 and N 1, N 4-bis …
- 238000003786 synthesis reaction 0 title description 39
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2101/00—Systems containing only non-condensed rings
- C07C2101/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2101/14—The ring being saturated
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by the preceding groups
- G01N33/48—Investigating or analysing materials by specific methods not covered by the preceding groups biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Tang et al. | Asymmetric synthesis of β-amino acid derivatives incorporating a broad range of substitution patterns by enolate additions to tert-butanesulfinyl imines | |
Kiuchi et al. | Synthesis and immunosuppressive activity of 2-substituted 2-aminopropane-1, 3-diols and 2-aminoethanols | |
Sorochinsky et al. | Convenient asymmetric synthesis of β-substituted α, α-difluoro-β-amino acids via Reformatsky reaction between Davis' N-Sulfinylimines and ethyl bromodifluoroacetate | |
Boeijen et al. | Solid-phase synthesis of oligourea peptidomimetics employing the Fmoc protection strategy | |
Bastiaans et al. | Flexible and convergent total synthesis of cyclotheonamide B | |
Hang et al. | Asymmetric synthesis of α-amino acids via cinchona alkaloid-catalyzed kinetic resolution of urethane-protected α-amino acid N-carboxyanhydrides | |
Wen et al. | Total synthesis of cyclomarin C | |
Zhdanko et al. | Nonracemizable isocyanoacetates for multicomponent reactions | |
Salomé et al. | Synthesis and anticonvulsant activities of (R)-N-(4′-substituted) benzyl 2-acetamido-3-methoxypropionamides | |
Zhang et al. | Synthesis of hydantoins from enantiomerically pure α-amino amides without epimerization | |
Boger et al. | Total synthesis of HUN-7293 | |
Iosub et al. | Enantioselective Synthesis of α-quaternary amino acid derivatives by sequential enzymatic desymmetrization and Curtius rearrangement of α, α-disubstituted malonate diesters | |
Konas et al. | Synthesis of L-4, 4-difluoroglutamic acid via electrophilic difluorination of a lactam | |
Xing et al. | A Novel Synthesis of Enantiomerically Pure 5, 5, 5, 5 ‘, 5 ‘, 5 ‘-Hexafluoroleucine | |
Hoffman et al. | A synthesis of d-erythro-and l-threo-sphingosine and sphinganine diastereomers via the biomimetic precursor 3-ketosphinganine | |
Rajender Reddy et al. | A protocol for an asymmetric synthesis of γ-amino acids | |
Durand et al. | (−)-15-Deoxyspergualin: a new and efficient enantioselective synthesis which allows the definitive assignment of the absolute configuration | |
Chen et al. | Indium-mediated diastereoselective allylation of D-and L-glyceraldimines with 4-bromo-1, 1, 1-trifluoro-2-butene: highly stereoselective synthesis of 4, 4, 4-trifluoroisoleucines and 4, 4, 4-trifluorovaline | |
Saavedra et al. | Catalytic, One-pot synthesis of β-amino acids from α-amino acids. Preparation of α, β-peptide derivatives | |
Couturier et al. | Aziridinium from N, N-dibenzyl serine methyl ester: Synthesis of enantiomerically pure β-amino and α, β-diamino esters | |
Casimir et al. | Methyl 2-((succinimidooxy) carbonyl) benzoate (MSB): a new, efficient reagent for N-phthaloylation of amino acid and peptide derivatives | |
Valls et al. | Synthesis of microcin SF608 | |
Jenssen et al. | Synthesis of marimastat and a marimastat conjugate for affinity chromatography and surface plasmon resonance studies | |
Yamamoto et al. | Enantioselective synthesis of α-substituted serine derivatives via Cu-catalyzed oxidative desymmetrization of 2-amino-1, 3-diols | |
Pearson et al. | Synthesis of a model bicyclic CDE ring system of ristocetin A and observation of a facile inversion of configuration in a 16-membered DE ring model |