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

被引：110

作者：

FLEET, GWJ ^{[1
]}

FELLOWS, LE ^{[1
]}

SMITH, PW ^{[1
]}

机构：

[1] ROYAL BOT GARDENS,JODRELL LAB,RICHMOND TW9 9DS,SURREY,ENGLAND

来源：

TETRAHEDRON | 1987年 / 43卷 / 05期

关键词：

D O I：

10.1016/S0040-4020(01)90035-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：979 / 990

页数：12

共 50 条

[1] SYNTHESIS OF 2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-MANNITOL AND OF 2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-GLUCITOL, A POTENT AND SPECIFIC INHIBITOR OF A NUMBER OF BETA-N-ACETYLGLUCOSAMINIDASES
FLEET, GWJ
SMITH, PW
NASH, RJ
FELLOWS, LE
PAREKH, RB
RADEMACHER, TW
CHEMISTRY LETTERS, 1986, (07) : 1051 - 1054
[2] 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]
FLEET, GWJ
WITTY, DR
TETRAHEDRON-ASYMMETRY, 1990, 1 (02) : 119 - 136
[3] SYNTHESIS AND INHIBITORY PROPERTIES OF 2-ACETAMIDO-2-DEOXYNOJIRIMYCIN (2-ACETAMIDO-5-AMINO-2,5-DIDEOXY-D-GLUCOPYRANOSE, 1) AND 2-ACETAMIDO-1,2-DIDEOXYNOJIRIMYCIN (2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-GLUCITOL,2)
KAPPES, E
LEGLER, G
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1989, 8 (03) : 371 - 388
[4] 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
BASHYAL, BP
CHOW, HF
FELLOWS, LE
FLEET, GWJ
TETRAHEDRON, 1987, 43 (02) : 415 - 422
[5] 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
BASHYAL, BP
CHOW, HF
FLEET, GWJ
TETRAHEDRON LETTERS, 1986, 27 (27) : 3205 - 3208
[6] A new asymmetric synthesis of (2S,3R,4R,5S)-trihydroxypipecolic acid
Tsimilaza, Andriamihamina
Tite, Tony
Boutefnouchet, Sabrina
Lallemand, Marie-Christine
Tillequin, Francois
Husson, Henri-Philippe
TETRAHEDRON-ASYMMETRY, 2007, 18 (13) : 1585 - 1588
[7] A PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND OF (2S, 3R, 4R, 5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID FROM D-GLUCOSE
FLEET, GWJ
RAMSDEN, NG
WITTY, DR
TETRAHEDRON, 1989, 45 (01) : 327 - 336
[8] 2S,3R,4R,5S)-3,4,5-trihydroxypipecolic acid dihydrate [(2S,3R,4R,5S)-3,4,5-tri-hydroxypiperidine-2-carboxylic acid dihydrate]
Booth, Kathrine V.
Jenkinson, Sarah F.
Watkin, David J.
Sharp, Hazel
Jones, Paul Wyn
Nash, Robert J.
Fleet, George W. J.
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3783 - U2810
[9] SIMPLE SYNTHESIS OF (-)-DEOXYMANNOJIRIMYCIN AND (2S,3R,4R,5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID VIA REGIOSELECTIVE HYDROLYSIS
PARK, KH
YOON, YJ
LEE, SG
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (18): : 2621 - 2623
[10] THE CHEMISTRY OF THE 1-DEOXYNOJIRIMYCIN SYSTEM .3. SYNTHESIS OF 2-ACETAMIDO-1,2-DIDEOXY-D-GALACTO-NOJIRIMYCIN (2-ACETAMIDO-1,2,5-TRIDEOXY-1,5-IMINO-D-GALACTITOL) FROM 1-DEOXYNOJIRIMYCIN
SCHUELLER, AM
HEIKER, FR
CARBOHYDRATE RESEARCH, 1990, 203 (02) : 308 - 313

← 1 2 3 4 5 →