CAS: 99212-30-3; (2S,3R,4S,5R)-2-Methylpiperidine-3,4,5-Triol

相似化合物

210174-73-5 19130-96-2 73465-43-7

上下游产品

1,5-dideoxy-1,5-imino-3, 4-O-isopropylidene-L-fucitol 2,3,4-Tri-O-benzoyl-1,5-didesoxy-1,5-imino-L-fucit (2S,3R,4S,5R)-4-Benzyloxy-2-methyl-piperidine-3,5-diol (2S,3R,4S,5R)-1-Benzhydryl-2-methyl-piperidine-3,4,5-triol1,5-Didesoxy-1,5-imino-N-methyl-L-fucit -L-fucit1,5-Didesoxy-1,5-imino-N-5-(methoxycarbonyl)pentyl-L-fucit N-Benzyl-1,5-didesoxy-1,5-imino-L-fucit

📜Methyl Tri-O-Benzoyl-α-D-Arabinofuranoside置于palladium On Activated Charcoal 吡啶,咪唑,Lithium Aluminium Tetrahydride,Sodium Azide,草酰氯,硫酸,氢气,Sodium Methylate,溶剂黄146,二甲基亚砜,三乙胺体系中,用 甲醇,乙醚,二甲基亚砜,N,N-二甲基甲酰胺 作为反应溶剂,化学反应生成 (2S,3R,4S,5R)-2-甲基-3,4,5-哌啶三醇
参考文献:Syntheses Of L-Fucopyranose And Its Homologs With Ring Heteroatoms Other Than Oxygen. Stereocontrolled Conversion Of A Common D-Arabinofuranoside Intermediate.
标题:Syntheses Of L-Fucopyranose And Its Homologs With Ring Heteroatoms Other Than Oxygen. Stereocontrolled Conversion Of A Common D-Arabinofuranoside Intermediate.
摘要:L-岩藻吡喃糖以及几种l-岩藻苷酶抑制剂,5-脱氧-5-硫-L-岩藻吡喃糖和1,5-二脱氧-1,5-亚氨基-L-岩藻醇,均由具有α-D-阿拉伯糖构型的普通戊糖中间体制备而成.通过选择适当的金属有机试剂,成功控制了关键中间体碳链延伸的立体选择性.
DOI:10.1246/cl.1992.21

专利信息

专利号:US-4910310-A
优先权日:1988-10-03
标 题:Synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol derivatives
发明人：CAMPBELL ARTHUR L; BEHLING JAMES R; BABIAK KEVIN A; NG JOHN S; MUELLER RICHARD A; FLEET GEORGE W J
权利人:SEARLE & CO
摘要:Novel intermediates and method for the chemical synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol derivatives are provided. A preferred intermediate is 1,5-dideoxy-1,5-imino-3, 4-O-isopropylidene-L-fucitol which is used to prepare the HIV inhibitor 1,5-dideoxy-1,5-imino-[N-ω-methyl caproate]-L-fucitol. These compounds are prepared in a short synthesis from the known compound 2,3-O-isopropylidene-D-lyxono-1,4-lactone or in a multi-step synthesis from D-galactose.

专利号:US-5286877-A
优先权日:1993-02-01
标 题:Synthesis of 1,4-dideoxy-1,4-imino-L-arabinitol
发明人：BEHLING JAMES R; MEDICH JOHN R; BABIAK KEVIN A; FLEET GEORGE W J
权利人:SEARLE & CO
摘要:1,4-Dideoxy-1,4-imino-L-arabinitol is chemically synthesized from D-lyxonolactone by formation of the pyrrolidine ring by joining the nitrogen between C-1 and C-4 and inversion of configuration at both C-2 and C-4, with the C-3 and C-5 hydroxyl groups being protected throughout the synthesis sequence by benzylidenation. The product is preferably isolated as the hydrochloride salt and is useful as an inhibitor of α-glucosidase and human immunodeficiency virus (HIV).

专利号:US-5136036-A
优先权日:1989-05-15
标 题 :Synthesis of mannojirimycin derivatives
发明人：FLEET GEORGE W J; BRUCE IAN
权利人:MONSANTO CO
摘要:α-Homojirimycin and 6-dpi-homojirimycin are each synthesized from 2-azido-2-deoxy-3,4:6,7-di-O- isopropylidene-D-glydero-D-talo-heptono-1,5-lactone in which the side chain acetonide is hydrolyzed to give the corresponding diol which is then protected with a silyl protecting agent to form a silyl ether. The latter compound is used as a divergent intermediate in which the piperidine ring is formed by joining the nitrogen function at C-2 to C-6 (A) with inversion of configuration at C-6 to form 6-epi-homomannojirimycin or (B) with retention of configuration at C-6 to form α-homomannojirimycin.

专利号:US-5101027-A
优先权日:1989-10-11
标题:Synthesis of mannojirimycin derivatives
发明人：FLEET GEORGE W J; BRUCE IAN
权利人:MONSANTO CO
摘要:alpha -Homojirimycin and 6-dpi-homojirimycin are each synthesized from 2 az ido-2-deoxy-3,4:6,7-di-O-isopropylidene-D-glycero-D-talo-heptono-1,5-l actone in which the side chain acetonide is hydrolyzed to give the corresponding diol which is then protected with a silyl protecting agent to form a silyl ether. The latter compound is used as a divergent intermediate in which the piperidine ring is formed by joining the nitrogen function at C-2 to C-6 (A) with inversion of configuration at C-6 to form 6-epi-homomannojirimycin or (B) with retension of configuration at C-6 to form alpha -homomannojirimycin.

专利号:US-5096909-A
优先权日:1989-06-27
标题 :Fucosidase inhibitor
发明人：FLEET GEORGE W J; NAMGOONG SUNG K
权利人:MONSANTO CO
摘要:The synthesis of the novel fucosidase inhibitor, 2,6-imino-2,6,7-trideoxy-D-glycero-D-gluco heptitol, is disclosed.

专利号:US-5153325-A
优先权日:1989-06-27
标题:Fucosidase inhibitor
发明人：FLEET GEORGE W J; NAMGOONG SUNG K
权利人:MONSANTO CO
摘要:The synthesis of the novel fucosidase inhibitor, 2,6-imino-2,6,7-trideoxy-D-glycero-D-gluco heptitol, is disclosed.