Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines

Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines

25, 3R, 4S- and 25, 38, 4R-epoxy-L-prolines were synthesised from trans- 4-hydroxy-L-proline. Assignment of the stereochemical configurations of the epoxy prolines was achieved by n.O.e. studies and chemical correlation. The synthetic utility of the protected epoxides was investigated briefly by rin...

पूर्ण विवरण

ग्रंथसूची विवरण
मुख्य लेखकों:	Robinson, J, Lee, V, Claridge, T, Baldwin, J, Schofield, C
स्वरूप:	Journal article
भाषा:	English
प्रकाशित:	1998

समान संसाधन

SUBSTRATE-SPECIFICITY OF PROLINE 4-HYDROXYLASE - CHEMICAL AND ENZYMATIC-SYNTHESIS OF 2S,3R,4S-EPOXYPROLINE
द्वारा: Baldwin, J, और अन्य
प्रकाशित: (1994)

THE SYNTHESIS OF POLYHYDROXYLATED AMINO-ACIDS FROM GLUCURONOLACTONE - ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID AND 2R,3R,4R-DIHYDROXYPROLINE
द्वारा: Bashyal, B, और अन्य
प्रकाशित: (1987)

(2R,3R,4R)-Methyl 2-bromo-3,4-dihydroxy-3,4-O-isopropylidenetetrahydrofuran-2-carboxylate
द्वारा: Probert, MR, और अन्य
प्रकाशित: (2005)

SYNTHESIS OF 2R,3S,4R-DIHYDROXYPROLINE FROM D-RIBONOLACTONE
द्वारा: Dho, J, और अन्य
प्रकाशित: (1986)

Pentafluorophenyl (3R,4R,5R)-5-{[(3R,4R,5R)-5-azidomethyl-3,4-dimethoxy-2,3,4,5-tetrahydro-furan-3-carbonylamino]methyl}-3,4-dimethoxy-2,3,4,5-tetrahydrofuran-3-carboxylate
द्वारा: Punzo, F, और अन्य
प्रकाशित: (2006)

2S,3R,4R,5S)-3,4,5-trihydroxypipecolic acid dihydrate [(2S,3R,4R,5S)-3,4,5-tri-hydroxypiperidine-2-carboxylic acid dihydrate]
द्वारा: Booth, K, और अन्य
प्रकाशित: (2007)

(2S,3R,4R,5R)-3,4-Dihydr-oxy-5-(hydroxy-meth-yl)pyrrolidine-2-carboxylic acid [(2S,3R,4R,5R)-3,4-dihydr-oxy-5-(hydroxy-meth-yl)proline].
द्वारा: Best, D, और अन्य
प्रकाशित: (2009)

Synthesis of three branched iminosugars [(3R,4R,5S)-3-(hydroxymethyl)piperidine-3,4,5-triol, (3R,4R,5R)-3-(hydroxymethyl)piperidine-3,4,5-triol and (3S,4R,5R)-3-(hydroxymethyl)piperidine-3.4,5-triol] and a branched trihydroxynipecotic acid [(3R,4R,5R)-3,4,5-trihydroxypiperidine-3-carboxylic acid] from sugar lactones with a carbon substituent at C-2
द्वारा: Simone, M, और अन्य
प्रकाशित: (2012)

A PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND OF (2S, 3R, 4R, 5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID FROM D-GLUCOSE
द्वारा: Fleet, G, और अन्य
प्रकाशित: (1989)

SYNTHESIS OF (2R,3S,4R)-3,4-DIHYDROXYPROLINE FROM D-RIBONOLACTONE - AN APPROACH TO THE SYNTHESIS OF POLYFUNCTIONALIZED D-AMINO ACIDS FROM SUGAR LACTONES - X-RAY MOLECULAR-STRUCTURES OF 2-AZIDO-3,4-O-(R)-BENZYLIDENE-2-DEOXY-D-RIBONO-1,5-LACTONE, 2-AZIDO-2-DEOXY-D-RIBONO-1,4-LACTONE, AND (2R,3S,3R)-3,4-DIHYDROXYPROLINET
द्वारा: Baird, P, और अन्य
प्रकाशित: (1987)

ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2S,4S,5S-DIHYDROXYPIPECOLIC ACID, AND BULGECININE FROM DEUTERIUM-GLUCURONOLACTONE
द्वारा: Bashyal, B, और अन्य
प्रकाशित: (1986)

Asymmetric syntheses of 3,4-syn- and 3,4-anti-3-substituted-4- aminopiperidin-2-ones: Application to the asymmetric synthesis of (+)-(3S,4R)-cisapride
द्वारा: Davies, S, और अन्य
प्रकाशित: (2012)

Asymmetric syntheses of 3,4-syn- and 3,4-anti-3-substituted-4-aminopiperidin-2-ones: application to the asymmetric synthesis of (+)-(3S,4R)-cisapride
द्वारा: Davies, S, और अन्य
प्रकाशित: (2012)

(2R, 3S, 4S, 5R)-Methyl 5-cyano-2,3 : 4,5-di-O-isopropylidene-2,3,4,5-tetrahydroxypentanoate
द्वारा: Glawar, A, और अन्य
प्रकाशित: (2005)

The magnetic states of R(3+) in R(2)NiO(4) (R=Pr, Nd)
द्वारा: Boothroyd, A, और अन्य
प्रकाशित: (1997)

Crystal structure of [(2R,3R,4S)-3,4-bis(acetyloxy)-5-iodo-3,4-dihydro-2H-pyran-2-yl]methyl acetate
द्वारा: Zukerman-Schpector, J., और अन्य
प्रकाशित: (2015)

Absolute configuration assignment by asymmetric syntheses of the homalium alkaloids (-)-(R,R,R)-hoprominol and (-)-(4'S,4″R,2‴R)-hopromalinol.
द्वारा: Davies, S, और अन्य
प्रकाशित: (2012)

The asymmetric synthesis of (2R,3R)- and (2R,3S)-3-methyl-aspartates via an enantiodiscrimination strategy
द्वारा: Bull, S, और अन्य
प्रकाशित: (2001)

Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol
द्वारा: Otero, J, और अन्य
प्रकाशित: (2008)

SYNTHESIS OF HOMOCHIRAL BETA-HYDROXY-ALPHA-AMINO-ACIDS [(2S,3R,4R)-3,4-DIHYDROXYPROLINE AND (2S,3R,4R)-3,4-DIHYDROXYPIPECOLIC ACID] AND OF 1,4-DIDEOXY-1,4-IMINO-D-ARABINITOL [DAB1] AND FAGOMINE [1,5-IMINO-1,2,5-TRIDEOXY-D-ARABINO-HEXITOL]
द्वारा: Fleet, G, और अन्य
प्रकाशित: (1990)

Synthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]
द्वारा: Fleet, G, और अन्य
प्रकाशित: (1990)

ASYMMETRIC-SYNTHESIS OF THE N-TERMINAL COMPONENT OF MICROGININ - (2S,3R)-3-AMINO-2-HYDROXYDECANOIC ACID, ITS (2R,3R)-EPIMER AND (3R)-3-AMINODECANOIC ACID
द्वारा: Bunnage, M, और अन्य
प्रकाशित: (1995)

ISOLATION FROM CASTANOSPERMUM-AUSTRALE AND X-RAY CRYSTAL-STRUCTURE OF 3,8-DIEPIALEXINE, (1R,2R,3S,7S,8R)-3-HYDROXYMETHYL-1,2,7-TRIHYDROXYPYRROLIZIDINE [(2S,3R,4R,5S,6R)-2-HYDROXYMETHYL-1-AZABICYCLO[3.3.0]OCTAN-3,4,6-TRIOL]
द्वारा: Nash, R, और अन्य
प्रकाशित: (1988)

Organocatalytic asymmetric total synthesis of (R)-rolipram and formal synthesis of (3S,4R)-paroxetine.
द्वारा: Hynes, P, और अन्य
प्रकाशित: (2008)

ISOLATION FROM ALEXA-LEIOPETALA AND X-RAY CRYSTAL-STRUCTURE OF ALEXINE, (1R,2R,3R,7S,8S)-3-HYDROXYMETHYL-1,2,7-TRIHYDROXYPYRROLIZIDINE [(2R,3R,4R,5S,6S)-2-HYDROXYMETHYL-1-AZABICYCLO[3.3.0]OCTAN-3,4,6-TRIOL], A UNIQUE PYRROLIZIDINE ALKALOID
द्वारा: Nash, R, और अन्य
प्रकाशित: (1988)

Penta-fluoro-phenyl (3R,4R,5S)-5-{[(3R,4R,5S)-5-azido-methyl-3,4-dimeth-oxy-2,3,4,5-tetra-hydro-furan-3-carboxamido]-meth-yl}-3,4-dimeth-oxy-2,3,4,5-tetra-hydro-furan-3-carboxyl-ate.
द्वारा: Simone, M, और अन्य
प्रकाशित: (2010)

TETRAHYDROISOQUINOLINES .4. ENANTIOSELECTIVE CONVERSION OF (+)-AMPHETAMINE INTO (+)-(1R,3S,4S)-1,2,3,4-TETRAMETHYL-1,2,3,4-TETRAHYDROISOQUINOLINE AND (-)-(1S,3S,4R)-1,2,3,4-TETRAMETHYL-1,2,3,4-TETRAHYDROISOQUINOLINE VIA TRICARBONYL(ARENE)CHROMIUM METHODOLOGY
द्वारा: Coote, S, और अन्य
प्रकाशित: (1988)

(S)-3-Dimethyl-amino-2-{(4S,5R)-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-hydroxy-propanoic acid.
द्वारा: Jenkinson, S, और अन्य
प्रकाशित: (2007)

(3R,4R,5S)-5-(acetamidomethyl)-N-benzyl-3,4-dihydroxytetrahydrofuran-3-carboxamide
द्वारा: Punzo, F, और अन्य
प्रकाशित: (2005)

ENANTIOSPECIFIC SYNTHESES OF DEOXYMANNOJIRIMYCIN, FAGOMINE AND 2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE FROM D-GLUCOSE
द्वारा: Fleet, G, और अन्य
प्रकाशित: (1985)

Enantiospecific syntheses of deoxymannojirimycin, fagomine and 2r,5r-dihydroxymethyl-3r,4r-dihydroxypyrrolidine from D-glucose
द्वारा: Fleet, G, और अन्य
प्रकाशित: (1985)

Asymmetric synthesis of (4R,5R)-cytoxazone and (4R,5S)-epi-cytoxazone.
द्वारा: Davies, S, और अन्य
प्रकाशित: (2004)

2,5-Anhydro-N-benzyl-2-C-methyl-D-arabinonamide [(2S,3R,4R)-N-benzyl-3,4-dihydroxy-2-methyltetrahydrofuran-2-carboxamide]
द्वारा: Cox, D, और अन्य
प्रकाशित: (2007)

N-(2-Carboxyethyl)-2,5-dideoxy-2,5-imino-D-mannonic acid [(3R,4R,5R)-1-(2-carboxyethyl)-3,4-dihydroxy-5-hydroxymethyl-L-proline]
द्वारा: Edgeley, D, और अन्य
प्रकाशित: (2012)

Asymmetric synthesis of (1R,2S,3R)-3-methylcispentacin and (1S,2S,3R)-3-methyltranspentacin by kinetic resolution of tert-butyl (+/-)-3-methylcyclopentene-1-carboxylate.
द्वारा: Bunnage, M, और अन्य
प्रकाशित: (2003)

Asymmetric syntheses of (-)-3-epi-Fagomine, (2R,3S,4R)-dihydroxypipecolic acid, and several polyhydroxylated homopipecolic acids.
द्वारा: Csatayová, K, और अन्य
प्रकाशित: (2014)

(2S,3R,4R,5S)-3,4-O-isopropylidene-2-methyl-1-oxa-6,9-diazaspiro[4.5]decane-7,10-dione
द्वारा: Watkins, D, और अन्य
प्रकाशित: (2004)

Stereoselective functionalisation of cis- and trans-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones: asymmetric synthesis of (R)- and (S)-2-alkyl-2-aminopent-4-enoic acids and (2R,3S)-2-amino-2-methyl-3-hydroxy-3-phenylpropanoic acid.
द्वारा: Alonso, F, और अन्य
प्रकाशित: (2009)

2-Ruled Calibrated 4-folds in R^7 and R^8
द्वारा: Lotay, J
प्रकाशित: (2004)

2-azido-(R)-3,5-O-benzylidene-2-deoxy-2-C-methyl-D-xylono-1,4-lactone [(2S, 4aR, 7R,7aR)-7-azido-7-methyl-2-phenyldihydro-4H-furo[3,2-d][1,3]dioxin6(4aH)-one]
द्वारा: Hotchkiss, D, और अन्य
प्रकाशित: (2007)