CAS: 2873-29-2; (2R,3S,4R)-2-(Acetoxymethyl)-3,4-Dihydro-2H-Pyran-3,4-Diyl Diacetate

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A-无水葡萄糖酯置于高氯酸,锌体系中,用 乙醚,水,溶剂黄146 用作溶剂,化学反应 1.5H,反应生成乙酰化葡萄烯糖
参考文献:Pd催化的二氢吡喃烯丙基烷基化级联反应:呋喃并[3,2-C ]吡喃的区域选择性合成
标题:Pd催化的二氢吡喃烯丙基烷基化级联反应:呋喃并[3,2-C ]吡喃的区域选择性合成
摘要:区域选择性钯催化的烯丙基烷基化级联反应由各种环状β-二羰基双亲核试剂和3,6-二氢-2 H-吡喃双亲电试剂形成呋喃[3,2-C ]吡喃.二氢吡喃底物中的烯丙基碳酸酯和异头甲硅烷氧基离去基团的组合允许控制该反应中许多区域化学的可能性.环合进行立体会聚,以从顺式或反式取代的起始原料产生顺式融合的呋喃吡喃.
Doi:10.1021/ol400902D

专利信息

专利号:WO-9407900-A1
优先权日:1992-09-25
标 题 :Synthesis of n-glycosylated compounds with the use of a mild, iodine-catalyzed reaction
发明人：KOREEDA MASATO; HOUSTON TODD A
权利人:UNIV MICHIGAN
摘要:The invention concerns N-glycosylated derivatives of nitrogen nucleophile compounds. The invention also concerns a mild, cost effective, stereoselective, regioselective, and generally applicable method for the preparation of N-glycosides by N-glycosylation of azide and amide nucleophile compounds. The method employs iodine in a catalytic amount that uniquely does not pose an environmental hazard. The invention provides efficient access to key intermediates for the synthesis inter alia of analogs of AZT and DDI and for the synthesis of conventional N-nucleoside antibiotic drugs and their novel N-glycosylated analogs.

专利号:US-4384998-A
优先权日:1981-03-30
标题:Synthesis of thienamycin from D-glucose
发明人：DURETTE PHILIPPE L
权利人:MERCK & CO INC
摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.

专利号:US-4448976-A
优先权日:1981-03-30
标题 :Chiral synthesis of thienamycin from D-gluocose
发明人：DURETTE PHILIPPE L
权利人:MERCK & CO INC
摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.

专利号:US-6844461-B2
优先权日:2001-07-30
标 题:Synthesis of A-ring synthon of 19-NOR-1α,25-dihydroxyvitamin D3 from (D)-glucose
发明人：DELUCA HECTOR F; SHIMIZU MASATO; YAMADA SACHIKO
权利人:WISCONSIN ALUMNI RES FOUND
摘要:The present invention provides a method for the synthesis of an A-ring synthon phosphine oxide used in the preparation of 19-nor vitamin D compounds, and to novel synthetic intermediates formed during the synthesis. The new method prepares the phosphine oxide from (D)-glucose.

专利号:US-4544502-A
优先权日:1981-03-30
标 题 :Chiral synthesis of thienamycin from D-glucose
发明人：DURETTE PHILIPPE L
权利人:MERCK & CO INC
摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.

专利号:US-4739073-A
优先权日:1983-11-04
标题:Intermediates in the synthesis of indole analogs of mevalonolactone and derivatives thereof
发明人：KATHAWALA FAIZULLA G
权利人:SANDOZ PHARMACEUTICALS CORP
摘要:Compounds of the formula wherein one of R and Ro is and the other is primary or secondary C1-6alkyl not containing an asymmetric carbon atom, C3-6cycloalkyl or phenyl(CH2)m-, wherein R4 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R5 is hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R5a is hydrogen, C1-2alkyl, C1-2alkoxy, fluoro or chloro, and m is 1, 2 or 3, with the provisos that both R5 and R5a must be hydrogen when R4 is hydrogen, R5a must be hydrogen when R5 is hydrogen, not more than one of R4 and R5 is trifluoromethyl, not more than one of R4 and R5 is phenoxy, and not more than one of R4 and R5 is benzyloxy, R2 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C3-6cycloalkyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R3 is hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, with the provisos that R3 must be hydrogen when R2 is hydrogen, not more than one of R2 and R3 is trifluoromethyl, not more than one of R2 and R3 is phenoxy, and not more than one of R2 and R3 is benzyloxy, X is -(CH2)n- or -CH=CH-, wherein n is 0, 1, 2 or 3, and Z is wherein R6 is hydrogen or C1-3alkyl, and R7 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, benzyl or M, wherein M is a pharmaceutically acceptable cation, the use thereof for inhibiting cholesterol biosynthesis and lowering the blood cholesterol level, and, therefore, in the treatment of hyperlipoproteinemia and atherosclerosis, pharmaceutical compositions comprising such compounds and processes for and intermediates in the synthesis of such compounds.