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

Detalhes bibliográficos
Main Authors:	Bashyal, B, Chow, H, Fleet, G
Formato:	Journal article
Idioma:	English
Publicado em:	1986

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
Por: Bashyal, B, et al.
Publicado em: (1987)

SYNTHESIS OF 2S,4S,5S-DIHYDROXYPIPECOLIC ACID AND BULGECININE [2S,4S,5R-4-HYDROXY-5-(HYDROXYMETHYL)PROLINE] FROM D-GLUCURONOLACTONE - A STRATEGY FOR THE SYNTHESIS OF 2S,4S-4-HYDROXY-ALPHA-AMINO ACIDS
Por: Bashyal, B, et al.
Publicado em: (1987)

A PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND OF (2S, 3R, 4R, 5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID FROM D-GLUCOSE
Por: Fleet, G, et al.
Publicado em: (1989)

2S,3R,4R,5S)-3,4,5-trihydroxypipecolic acid dihydrate [(2S,3R,4R,5S)-3,4,5-tri-hydroxypiperidine-2-carboxylic acid dihydrate]
Por: Booth, K, et al.
Publicado em: (2007)

SYNTHESIS OF DEOXYMANNOJIRIMYCIN FAGOMINE DEOXYNOJIRIMYCIN 2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-MANNITOL 2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-GLUCITOL 2S, 3R, 4R, 5R-TRIHYDROXYPIPECOLIC ACID AND 2S, 3R, 4R, 5S-TRIHYDROXYPIPECOLIC ACID FROM METHYL 3-O-BENZYL-2,6-DIDEOXY-2,6-IMINO-ALPHA-D-MANNOFURANOSIDE
Por: Fleet, G, et al.
Publicado em: (1987)

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]
Por: Fleet, G, et al.
Publicado em: (1990)

ENANTIOSPECIFIC SYNTHESES OF DEOXYMANNOJIRIMYCIN, FAGOMINE AND 2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE FROM D-GLUCOSE
Por: Fleet, G, et al.
Publicado em: (1985)

Enantiospecific syntheses of deoxymannojirimycin, fagomine and 2r,5r-dihydroxymethyl-3r,4r-dihydroxypyrrolidine from D-glucose
Por: Fleet, G, et al.
Publicado em: (1985)

Asymmetric syntheses of (-)-3-epi-Fagomine, (2R,3S,4R)-dihydroxypipecolic acid, and several polyhydroxylated homopipecolic acids.
Por: Csatayová, K, et al.
Publicado em: (2014)

(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].
Por: Best, D, et al.
Publicado em: (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
Por: Simone, M, et al.
Publicado em: (2012)

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]
Por: Fleet, G, et al.
Publicado em: (1990)

(1S*,2S*,4R*,5R*)-Cyclohexane-1,2,4,5-tetracarboxylic acid
Por: Akira Uchida, et al.
Publicado em: (2014-01-01)

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
Por: Punzo, F, et al.
Publicado em: (2006)

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]
Por: Edgeley, D, et al.
Publicado em: (2012)

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]
Por: David S. Edgeley, et al.
Publicado em: (2012-10-01)

(2R, 3S, 4S, 5R)-Methyl 5-cyano-2,3 : 4,5-di-O-isopropylidene-2,3,4,5-tetrahydroxypentanoate
Por: Glawar, A, et al.
Publicado em: (2005)

[(3R*,4R*,5R*)-2,3-Diphenylisoxazolidine-4,5-diyl]dimethanol
Por: Selahaddin Guner, et al.
Publicado em: (2012-07-01)

(2S, 3R, 4S, 5R) -2,3,4,5-TETRAHYDROXYHEXANEDIOIC (GALACTARIC) ACID: STRUCTURAL FEATURES, ISOMERS, COMPLEXING PROPERTIES
Por: E. E. Martsinko
Publicado em: (2015-11-01)

(S)-3-Dimethylamino-2-{(4S,5R)-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-hydroxypropanoic acid
Por: Sarah F. Jenkinson, et al.
Publicado em: (2008-01-01)

Inhibition of naringinase (L-rhamnosidase) by piperidine analogues of L-rhamnose: Scaffolds for libraries incorporating trihydroxypipecolic acids
Por: Shilvock, J, et al.
Publicado em: (1996)

(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.
Por: Jenkinson, S, et al.
Publicado em: (2007)

(3R,4R,5R)-5-(Acetamidomethyl)-N-benzyl-3,4-dihydroxytetrahydrofuran-3-carboxamide
Por: Michela I. Simone, et al.
Publicado em: (2010-11-01)

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.
Por: Simone, M, et al.
Publicado em: (2010)

(3R,4R,5S)-5-(acetamidomethyl)-N-benzyl-3,4-dihydroxytetrahydrofuran-3-carboxamide
Por: Punzo, F, et al.
Publicado em: (2005)

N-(2-Carb-oxy-eth-yl)-2,5-dide-oxy-2,5-imino-d-mannonic acid [(3R,4R,5R)-1-(2-carb-oxy-eth-yl)-3,4-dihy-droxy-5-hy-droxy-methyl-l-proline].
Por: Edgeley, D, et al.
Publicado em: (2012)

(3R,4R,5S)-4-Hydroxy-3-methyl-5-[(2S,3R)-3-methylpent-4-en-2-yl]-4,5-dihydrofuran-2(3H)-one
Por: Martin Hiersemann, et al.
Publicado em: (2009-12-01)

Synthesis of (2R,5R)-2-Amino-5-Hydroxyhexanoic Acid by Intramolecular Cycloaddition
Por: Elliad R. Silcoff, et al.
Publicado em: (1998-02-01)

(2S,3R,4R,5S)-3,4-O-isopropylidene-2-methyl-1-oxa-6,9-diazaspiro[4.5]decane-7,10-dione
Por: Watkins, D, et al.
Publicado em: (2004)

Looking glass inhibitors: scalable syntheses of DNJ, DMDP, and (3R)-3-hydroxy-L-bulgecinine from D-glucuronolactone and of L-DNJ, L-DMDP, and (3S)-3-hydroxy-D-bulgecinine from L-glucuronolactone. DMDP inhibits beta-glucosidases and beta-galactosidases whereas L-DMDP is a potent and specific inhibitor of alpha-glucosidases
Por: Best, D, et al.
Publicado em: (2010)

Asymmetric synthesis of (4R,5R)-cytoxazone and (4R,5S)-epi-cytoxazone.
Por: Davies, S, et al.
Publicado em: (2004)

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 4-Aminobutyrate Hydrochloride
Por: Mariia Nesterkina, et al.
Publicado em: (2017-08-01)

(2R,4R)-1-(tert-Butoxycarbonyl)-4-methoxypyrrolidine-2-carboxylic acid
Por: Wei-Ren Xu, et al.
Publicado em: (2010-12-01)

(2R,3R,4R)-Methyl 2-bromo-3,4-dihydroxy-3,4-O-isopropylidenetetrahydrofuran-2-carboxylate
Por: Probert, MR, et al.
Publicado em: (2005)

Asymmetric synthesis of (2R,5R)-2,5-diaminohexan-1,6-dioic acid
Por: Bull, S, et al.
Publicado em: (1998)

Crystal structure of (R)-5-[(R)-3-(4-chlorophenyl)-5-methyl-4,5-dihydroisoxazol-5-yl]-2-methylcyclohex-2-enone
Por: Ali Oubella, et al.
Publicado em: (2020-03-01)

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
Por: Otero, J, et al.
Publicado em: (2008)

(3R,4R,5R)-5-(Acetamido-meth-yl)-N-benzyl-3,4-dihy-droxy-tetra-hydro-furan-3-carboxamide.
Por: Simone, M, et al.
Publicado em: (2010)

METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE]
Por: Fleet, G, et al.
Publicado em: (1987)

(1S*,2R*,3S*,4R*,5R*)-5-Tetradecyloxymethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride
Por: Colin N. Kelly, et al.
Publicado em: (2012-12-01)

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

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