65794-47-0Relevant academic research and scientific papers
Total Synthesis of Olivanic Acids and Related Compounds: Preparation of (+/-)-MM 22383 and (+/-)-N-Acetyldehydrothienamycin
Ponsford, Roger J.,Southgate, Robert
, p. 1085 - 1086 (1980)
7-(1-Hydroxyethyl)-8-oxo-3-oxa-1-azabicyclooctanespiro-2-cyclohexane has been elaborated to provide appropriately substituted thioester-phosphoranes; these have been cyclised via an intramolecular Wittig reaction and the products deprotected to fur
Olivanic Acid Analogues. Part 8. Halogenation and Sulphenylation Reactions leading Selectively to cis-Carbapenem Precursors; Stereospecific Synthesis of (+/-)-6-Epithienamycin
Bateson, John H.,Robins, Alison M.,Southgate, Robert
, p. 29 - 35 (2007/10/02)
Introduction of halogen or sulphenyl substituents at C-7 of ketone 1, followed by stereospecific reduction steps, provides a selective route either to the (6RS,7RS,9RS) isomer 11 or to the (6RS,7RS,9SR) isomer 14 of 7-(1-hydroxyethyl)-8-oxo-3-oxa-1-azabic
DIASTEREOSELECTIVITY IN THE ADDITION OF ENOLATE ANIONS TO N-METHOXYCARBONYLIMINES GENERATED IN SITU FROM α-METHOXY CARBAMATES
Shono, Tatsuya,Kise, Naoki,Sanda, Fumio,Ohi, Satoru,Yoshioka, Ken
, p. 1253 - 1256 (2007/10/02)
The diastereoselectivity of the addition of enolate anions of ketones or esters to N-Methoxycarbonylimines generated in situ from α-Methoxy carbamates was studied.
4-Substituted-2-oxoazetidine compounds
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, (2008/06/13)
The present invention relates to novel 4-substituted-2-oxoazetidine compounds and to processes for preparing the same. These compounds are useful intermediates for preparing antibiotics having the basic skeleton of Thienamycin.
8-Oxo-3-oxa-1-azabicyclo[4.2.0]octanes containing a chiral center
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, (2008/06/13)
There is provided a process for the preparation of an enantiomer of a compound of formula (I) which process comprises separation thereof from a mixture of diastereoisomers of a compound of the formula (I): STR1 wherein R is acetyl, α-hydroxyethyl or a protected derivative thereof, and R1 and R2 are substituted or unsubstituted hydrocarbon groups, or are joined so as to form a carbocyclic or heterocyclic ring; at least one of R1 and R2 containing a chiral center, such that the enantiomer can be separated thereby; and R3 and R4 are independently hydrogen or an organic group bonded via a carbon atom to the tetrahydro-oxazine ring, or R3 and R4 are joined so as to form together with the carbon atom to which they are attached an optionally substituted C3-7 cycloalkyl or optionally substituted heterocyclyl ring. The enantiomer is of use in the preparation of optically active carbapenem antibiotics.
A GENERAL APPROACH TO TRANS-CARBAPENEM ANTIBIOTICS. ENANTIOSELECTIVE SYNTHESIS OF KEY INTERMEDIATES FOR (+)-PS-5, (+)-PS-6, AND (+)-THIENAMYCIN
Okano, Kazuo,Izawa, Toshio,Ohno, Masaji
, p. 217 - 220 (2007/10/02)
(S)-4--2-azetidinone prepared by chemico-enzymatic approach has been efficiently converted to key intermediates for the synthesis of natural trans-carbapenem antibiotics, (+)-PS-5, (+)-PS-6, and (+)-thienamycin.
4-Substituted-2-oxoazetidine compounds and processes for the preparation thereof
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, (2008/06/13)
This invention relates to novel 4-substituted-2-oxoazetidine compounds and salts thereof, which are useful intermediates in the preparation of antibiotics having the fundamental skeleton of Thienamycin, which compounds are of the formula: STR1 in which R
Studies on the Syntheses of Heterocyclic Compounds. 800. A Formal Total Synthesis of (+/-)-Thienamycin and (+/-)-Decysteaminylthienamycin Derivative
Kametani, Tetsuji,Huang, Shyh-Pyng,Yokohama, Shuichi,Suzuki, Yukio,Ihara, Masataka
, p. 2060 - 2065 (2007/10/02)
The synthesis of a key intermediate for the preparation of (+/-)-thienamycin (1) and its derivatives has been developed.By 1,3-dipolar cycloaddition, the nitrile oxide derived from 3-nitropropanal dimethyl acetal (3) was added to methyl crotonate to give
