CAS: 18685-18-2; (3Ar,5R,6S,6Ar)-6-(Benzyloxy)-5-((R)-2,2-Dimethyl-1,3-Dioxolan-4-yl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxole

该化合物是甘蔗糖的甘蓝表面衍生物,其结构复杂,包括多种保护群体;该化合物在1和2个位置有两个异丙基基甘油组,其作用是保护氢氧基组不受再活性,在3位是苯基醚,增强其在有机溶剂中的稳定性和溶解性;D-甘甘蔗糖结构显示,特别是五人组成的松露糖,是甘蔗的循环形式,通常用于有机合成和碳水化合物化学,特别是用于发展甘油反应和碳水化合物-丙酸盐相互作用的研究;其独特的结构特征有助于其再活性和在医药化学和生物化学中的潜在应用.总的来说,它是研究家研究者与碳水化合物及其衍生物的有价值的化合物.

结构式图片

上下游产品

CAS号100-39-0 溴化苄 | CAS号582-52-5 双丙酮葡萄糖 | CAS号100-44-7 氯化苄 | CAS号16713-80-7 3-O-乙酰基-1,2:5,6... | CAS号5450-26-0 1,2:5,6-二异亚丙基-3... | CAS号81927-55-1 2,2,2-三氯乙酰亚胺苄酯 | CAS号64656-76-4 sodium (3aR,5S,... | CAS号50-99-7 D(+)-无水葡萄糖 | CAS号610-85-5 D-glucofuranose | CAS号18006-25-2 1,2-O-(1-甲基乙亚基)... | CAS号53185-12-9 (2R,3R,4R)-2-羟甲... | CAS号19130-96-2 1-脱氧野尻霉素 | CAS号582-52-5 双丙酮葡萄糖 | CAS号18549-40-1 单丙酮葡萄糖 | CAS号22529-61-9 3-氧-苄基-1,2-氧-异亚... | CAS号72261-44-0 ((3aR,6R,6aR)-6... | CAS号65877-63-6 3-O-苯甲基-alpha-d... | CAS号10230-17-8 3-O-苄基-D-吡喃葡萄糖 | CAS号59920-31-9 Α-葡萄糖苷酶

合成工艺路线路线简述

    3-O-[(T-Butyl)Dimethylsilyl]-1,2:5,6-Di-O-Isopropylidene-α-D-Glucofuranose置于potassium Fluoride,氢氧化钾,四丁基溴化铵体系中,用 水,乙腈 用作溶剂,化学反应 0.06H,反应生成3-O-苄基-1,2:5,6-O-双异丙叉-α-D-呋喃葡萄糖
    参考文献:Rapid Carbohydrate Protecting Group Manipulations Assisted By Microwave Dielectric Heating
    标题:Rapid Carbohydrate Protecting Group Manipulations Assisted By Microwave Dielectric Heating
    摘要:The Protocols For Oligosaccharide Synthesis Are Often Tedious Due To Extended Synthetic Routes And Reaction Times. We Herein Describe Methods Assisted By Microwave Dielectric Heating,Which Enable Very Short Reaction Times And High Yields For The Introduction And Removal Of Eleven Of The Most Commonly Used Protecting Groups In Carbohydrate Syntheses. Several Examples Are Reported,Where Solid Supported Reagents In Combination With Microwave Dielectric Heating Have Been Used. This Results In Both Faster And Easier Synthesis And Purification.
    Doi:10.1081/car-100105712

    海关参考信息

    专利信息


    专利号:US-5248779-A
    优先权日:1991-06-17
    标 题 :Synthesis of nojirimycin derivatives
    发明人:FLEET GEORGE W J
    权利人:MONSANTO CO
    摘要:Nojirimycin δ-lactam and deoxynojirimycin are each synthesized from 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-idofuranose as a divergent intermediate by a method which comprises formation of the piperidine ring by connection of nitrogen between C-1 and C-5 with inversion of configuration at C-5 to form nojirimycin δ-lactam or between C-2 and C-6 with inversion of configuration at C-2.

    专利号:US-4994572-A
    优先权日:1989-10-12
    标题 :Synthesis of nojirimycin derivatives
    发明人:FLEET GEORGE W J
    权利人:MONSANTO CO
    摘要:Nojirimycin δ-lactam and deoxynojirimycin are each synthesized from 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-idofuranose as a divergent intermediate by a method which comprises formation of the piperidine ring by connection of nitrogen between C-1 and C-5 with inversion of configuration at C-5 to form nojirimycin δ-lactam or between C-2 and C-6 with inversion of configuration at C-2.

    专利号:US-5013842-A
    优先权日:1990-01-22
    标题:Synthesis of chiral pyrrolidine and piperidine glycosidase inhibitors
    发明人:FLEET GEORGE W J; WITTY DAVID R
    权利人:MONSANTO CO
    摘要:There is disclosed a novel method for the syntheses of chiral pyrrolidines and piperidines by the intramolecular ring closure of anomeric mixtures of 4-amino- and 5-amino-2-trifluoromethanesulfonates of methyl furanosides. The novel method preferably provides for the efficient syntheses from diacetone glucose of 1,4-dideoxy-1,4-imino-D-arabinitol--known as DAB1, (2S,3R,4R)-3,4-dihydroxyproline, fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol], and (2S,3R,4R)-3,4-dihydroxypipecolic acid by intramolecular nucleophilic displacement by an amino function of 2-O-trifluoromethanesulphonates of anomeric mixtures of methyl furanosides.

    专利号:US-4975441-A
    优先权日:1988-03-23
    标 题:Lactams, their synthesis and use in cosmetic compositions
    发明人:GIBSON WALTER T
    权利人:UNILEVER PATENT HOLDINGS
    摘要:A composition suitable for topical application to mammalian skin or hair for inducing, maintaining or increasing hair growth comprises: (i) a chemical inhibitor of glycosidase activity chosen from lactams having the structure: where A<1> and A<6> are -H, -CH3, - @@0, -CH2OT or @@@0 A<1> and A<6> being the same or different, and at least one of which being the group: @ @@o in a lactam ring; and where Q is -OT min , -NHT min or a lactam linkage to A<1> or A<6>; the Q groups being the same or different, and at least one of which is involved in a lactam linkage; and where T is the same or different and is chosen from -H, -CpH2p+1 or a metal ion, T min is -H or -COCpH2p+1, and p is an integer of from 1 to 22; provided that: where any of the Q groups is -OT min or -NHT min , then that group or groups can be of either stereochemical configuration with respect to the plane of the ring; and (ii) a cosmetically acceptable vehicle for the chemical inhibitor. Certain novel lactams are also claimed.

    专利号:EP-0423099-A1
    优先权日:1989-10-12
    标 题 :Synthesis of nojirimycin derivatives

    专利号:EP-0439444-A3
    优先权日:1990-01-22
    标 题 :Synthesis of chiral pyrrolidine and piperidine glycosidase inhibitors
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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:Arzneimittel-Forschung. Drug Research., 29(986), 1979 []
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