CAS: 7772-85-2; 5-Acetamido-2-(Acetoxymethyl)-6-Isopropoxytetrahydro-2H-Pyran-3,4-Diyl Diacetate

该化合物是一种受保护的甘蓝表面衍生物,广泛用于碳水化合物化学和球菌研究,其乙酰氢氧化合物组群增强了稳定性,使之适合气合反应和合成中间体.异丙基化合物组提供了有机溶液中的更好的溶解性,便利了合成工作流程的处理.该化合物是合成复合寡醇酸盐和晶体糖盖的关键前体,特别是在涉及N-乙酰基甲氨酸衍生物的研究中.其定义完善的立体化学学确保了连贯一致的再活动,而保护组则允许有选择地保护进一步功能化.该产品对于调查酶酶酶合成机制和发展基于甘基的治疗物很有价值.

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40592-88-9 7772-79-4 3006-60-8

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    上下游产品

    CAS号67-63-0 异丙醇 | CAS号108-24-7 乙酸酐 | CAS号1078691-95-8 2-Amino-2-deoxy... | CAS号10378-06-0 (6R)-FR054

    合成工艺路线路线简述

    • 合成目标产物 Iso-Propyl 2-Acetamido-3,4,6-Tri-O-Acetyl-2-Deoxy-Beta-D-Glucopyranoside 主要起始原料 β-D-Glucopyranoside, 1-Methylethyl 2-Amino-2-Deoxy-, 3,4,6-Triacetate And Acetic Anhydride
    • (文献来源)合成步骤主要原料 β-D-Glucopyranoside, 1-Methylethyl 2-Amino-2-Deoxy-, 3,4,6-Triacetate 和 Acetic Anhydride
    📜在 吡啶,水体系中,用 四氢呋喃 作为反应溶剂,化学反应 2.5H,反应生成 异丙基-2-乙酰氨基-3,4,6-三-O-乙酰基-2-脱氧-β-D-吡喃葡萄糖苷
    参考文献:The Mild Cleavage Of 2-Amino-2-Deoxy-D-Glucoside Methoxycarbonyl Derivatives
    标题:The Mild Cleavage Of 2-Amino-2-Deoxy-D-Glucoside Methoxycarbonyl Derivatives
    摘要:[graphics]The Conversion Of Methyl Carbamate To The Corresponding Free Amine Is Described For A Series Of 2-Amino-2-Deoxy-D-Glucosamine Derivatives. Cleavage Of Methoxycarbonyl Moiety With Mesicl3 And Triethylamine In Dry Thf At 60 Degrees C And Subsequent Aqueous Hydrolysis Yields The Free Amine In 54 To 93% Yields. The Selective Cleavage Of Methyl Carbamates With Mesicl3 In The Presence Of A 2,2,2-Trichloroethoxycarbonyl Group Or 2-Azido Glycosides Affords Selectively,Orthogonal N-Deprotected Carbohydrates.
    DOI:10.1021/ol0063353

    海关参考信息

    专利信息


    专利号:US-10751419-B2
    优先权日:2014-05-01
    标题:Method for synthesis of reactive conjugate clusters
    发明人：MIGAWA MICHAEL T; YU JINGHUA; WAN W BRAD; PATEL SAYTEN P; VASQUEZ GUILLERMO; KINBERGER GARTH A; PRAKASH THAZHA P; SETH PUNIT P; SWAYZE ERIC E
    权利人:IONIS PHARMACEUTICALS INC
    摘要:Provided herein are improved methods for the synthesis of reactive conjugate clusters and intermediates used in such methods. In particular, improvements are provided that enhance the synthesis of reactive conjugate clusters by reducing the number of synthetic steps required. The reactive conjugate clusters prepared using the improved methods don't include any transacylation impurities that are formed using existing methods. The improved methods also provide an increase in overall yield and a cost benefit over existing methods.

    专利号:US-2019209694-A1
    优先权日:2014-05-01
    标 题 :Method for synthesis of reactive conjugate clusters

    专利号:US-2017043025-A1
    优先权日:2014-05-01
    标题:Method for synthesis of reactive conjugate clusters

    专利号:WO-2015168514-A1
    优先权日:2014-05-01
    标 题 :Method for synthesis of reactive conjugate clusters

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    主要参考文献

    参考标题:Copper(II)‐mediated Activation Of Sugar Oxazolines: Mild And Efficient Synthesis Of β‐glycosides Of N ‐acetylglucosamine
    作者:Valentin Wittmann,Dirk Lennartz |发布日期:2002.4
    摘要:2-Methyl-(3,4,6-Tri-O-Acetyl-1,2-Dideoxy-α-D-Glucopyrano)[2,1-D]-2-Oxazoline (5) Was Reacted With Glycosyl Acceptors Bearing Primary (6, 8, 10, 20) Or Secondary Hydroxy Groups (12, 14, 16, 18) In The Presence Of Anhydrous Cupric Bromide Or Cupric Chloride At Elevated Temperature To Provide 2-Acetamido-2-Deoxy-β-D-Glucopyranosides In 36−92% Yield. The Reaction Conditions Are Milder Than Those Previously

    合成参考文献

    合成方法参考DOI号:10.1021/ol0063353
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