CAS: 88109-06-2; (S)-3-(Tritylamino)Oxetan-2-One

该化合物是一种有机氧化物衍生物,具有三环保护氨基氨基组,使其成为有机合成和制药应用的宝贵中间体,其僵硬的氧化乙烯环可增强代谢稳定性,而三环则为选择性脱保战略提供...

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98632-91-8 126330-77-6 98541-64-1

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上下游产品

(S)-3-hydroxy-2-(tritylamino)propanoic acid trityl chloride (S)-3-amino-2-oxetanone p-toluenesulfonic acid salt N-(N-trityl-L-seryl)-L-alanine methyl esterN-(N-trityl-L-seryl)-L-alanine methyl ester tris(N-trityl-L-serine) trilactone (S)-3-amino-2-oxetanone p-toluenesulfonic acid salt (S)-2-methylene-3-(tritylamino)oxetane

合成工艺路线路线简述

  • 合成目标产物 (S)-3-(Tritylamino)-2-Oxetanone 主要起始原料 Trt-Ser-Oh
  • 4465-45-6 = 88109-06-2
    反应条件:1.1 Reagents: Triphenylphosphine,Methyl 2-[(Dimethylamino)Carbonyl]Diazenecarboxylate Solvents: Tetrahydrofuran; Rt; 2 H,Rt
    标题:Nonsymmetrical Azocarbonamide Carboxylates As Effective Mitsunobu Reagents
    作者:Furkert,Daniel P.; Breitenbach,Benjamin; Juen,Ludovic; Sroka,Ina; Pantin,Mathilde; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(35) 页码:7806-7809]

    4465-45-6 = 88109-06-2
    反应条件:1.1 Reagents: Triethylamine,Bop Reagent Solvents: Dichloromethane
    标题:Reaction Of N-Trityl Amino Acids With Bop: Efficient Synthesis Of T-Butyl Esters As Well As N-Trityl Serine- And Threonine-β-Lactones
    作者:Sliedregt,Karen M.; Schouten,Arie; Kroon,Jan; Liskamp,Rob M. J.
    参考文献:Tetrahedron Letters 日期:1996 卷标:37(24) 页码:4237-4240]

    4465-45-6 = 88109-06-2
    反应条件:1.1 Reagents: Triethylamine,Bop Reagent Solvents: Dichloromethane; 15 Min,Rt; 1 H,Rt1.2 Reagents: Water; 20 Min,Rt
    标题:Synthesis And Characterization Of α-Amino Acid-Containing Polyester: Poly[(ε-Caprolactone)-Co-(Serine Lactone)]
    作者:Wei,Ying; Li,Xiaoyuan; Jing,Xiabin; Chen,Xuesi; Huang,Yubin
    参考文献:Polymer International 日期:2013 卷标:62(3) 页码:454-462]

    4465-45-6 = 88109-06-2
    反应条件:1.1 Reagents: Triethylamine,Bop Reagent Solvents: Dichloromethane; 15 Min,Rt; 1 H,Rt1.2 Solvents: Water; 20 Min,Rt
    标题:Synthesis Of Epi-Oxetin Via A Serine-Derived 2-Methyleneoxetane
    作者:Blauvelt,Marisa L.; Howell,Amy R.
    参考文献:Journal Of Organic Chemistry 日期:2008 卷标:73(2) 页码:517-521]

    25840-83-9 = 88109-06-2
    反应条件:1.1 Reagents: Triethylamine,Bop Reagent Solvents: Dichloromethane; 15 Min,Rt; 1 H,Rt1.2 Solvents: Water; 20 H,Rt
    标题:Preparation Of Poly(Serine Ester)S By Ring-Opening Polymerization Of N-Trityl Serine Lactone Under Catalysis Of Znet2
    作者:Wei,Ying; Li,Xiao-Yuan; Jing,Xia-Bin; Chen,Xue-Si; Huang,Yu-Bin
    参考文献:Chemical Research In Chinese Universities 日期:2013 卷标:29(1) 页码:177-182
📜N-Trityl-L-Serine置于dmam,三苯基膦体系中,用 四氢呋喃 作为反应溶剂,以95%的收率获得产物n-三苯甲基-L-丝氨酸内酯
参考文献:作为有效的 Mitsunobu 试剂的非对称偶氮甲酰胺羧酸盐
标题:作为有效的 Mitsunobu 试剂的非对称偶氮甲酰胺羧酸盐
摘要:开发了一系列具有二烷基酰胺和酯取代基的非对称 Mitsunobu 试剂.通过使用可扩展且环境友好的程序,这些新试剂很容易在单锅中由廉价的市售材料制备.在各种光信反应中,它们显示出与偶氮二甲酸二乙酯/偶氮二甲酸二异丙酯平行的活性.重要的是,酰基肼反应副产物很容易通过标准的水处理从粗混合物中分离出来.此外,有效的非对称光信试剂的发现为这一重要反应的持续发展提供了新的方向.
DOI:10.1002/ejoc.201403152

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主要参考文献

参考标题:Reaction Of N-Trityl Amino Acids With Bop: Efficient Synthesis Of T-Butyl Esters As Well As N-Trityl Serine- And Threonine-β-Lactones
作者:Karen M Sliedregt,Arie Schouten,Jan Kroon,Rob M.J Liskamp |发布日期:1996.6
摘要:Upon Exposure To Methoxymethylamine And Bop, The Stable Hydroxybenzotriazolyl Amide Of Trpheoh Was Isolated Instead Of The Expected Weinreb Amide. This Amide Behaves As An Active Amide Similar To The Weinreb Amide And Could Be Used, Among Others, For The Synthesis Of T-Bu Esters. Reaction Of N-Trityl Serine And Threonine Led To The Corresponding β-Lactones In Unprecedented High Yields.

合成参考文献

参考DOI号:10.1016/0040-4039(96)00805-2
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