CAS: 93204-36-5; N-Cbz-D-Serine Methyl Ester

该化合物是属于氨酸衍生物类的化学化合物,其特性为与氨氨基D-serine(Cbz)组的碳苯基(Cbz)保护组附属的碳苯基环氧(Cbz)保护组,该组是天然产生氨基酸盐的对硫酸盐的配对体,该组通常用于浸泡物合成,并用作有机合成的中间体,因为它能够保护氨基体组,同时允许进一步的化学改造.甲基酯的功能提供了额外的再活性,使其在各种合成应用中有用.N-carbobenzyloxy-D-serine 甲基酯在标准实验室条件下,其稳定性一般特征是其对于强酸性或对可水解酸酯或清除保护组的基体十分敏感.该组的溶性在有机溶剂中的溶性和中极性使其适合各种化学反应,包括浸酸合成的混合反应.

结构式图片

上下游产品

CAS号5874-57-7 D-丝氨酸甲酯盐酸盐 | CAS号501-53-1 氯甲酸苄酯 | CAS号2104-89-4 2-氨基-3-羟基丙酸甲酯 | CAS号67-56-1 甲醇 | CAS号6081-61-4 N-CBZ-D-丝氨酸 | CAS号133464-37-6 (R)-4-甲酰基-2,2-二... | CAS号2104-89-4 2-氨基-3-羟基丙酸甲酯 | CAS号93204-37-6 ZO-叔丁基-D-丝氨酸甲酯

合成工艺路线路线简述

  • 5874-57-7 = 93204-36-5
    反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Tetrahydrofuran,Water
    标题:Stereoisomers Of Monatin,Their Use As Sweeteners,And Preparation Of Of Them And Their Intermediates
    参考文献:Japan]

    6081-61-4 = 93204-36-5
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 30 - 45 Min,10 - 15 °C; 15 °C -> 30 °C; 10 - 12 H,25 - 30 °C
    标题:Process For The Preparation Of Lacosamide Using A New Intermediate
    参考文献:India]

    24184-43-8 = 93204-36-5
    反应条件:1.1 Catalysts: Tetrabutylammonium Bromide; 25 Min,Rt
    标题:A Mild And Efficient Chemoselective N-Benzyloxycarbonylation Of Amines Using Tbab As A Catalyst Under Solvent-Free Conditions
    作者:Babu,Kothamasu Suresh; Rao,Vidadala Rama Subba; Rao,Ravu Ranga; Babu,Sakhamuri Sivaram; Rao,Janaswami Madhusudana
    参考文献:Canadian Journal Of Chemistry 日期:2009 卷标:87(2) 页码:393-396]

    6081-61-4 = 93204-36-5
    反应条件:1.1 Reagents: Acetyl Chloride Solvents: Methanol
    标题:A Practical Route To Regiospecifically Substituted (R)- And (S)-Oxazolylphenols
    作者:Scheurer,Andreas; Mosset,Paul; Bauer,Walter; Saalfrank,Rolf W.
    参考文献:European Journal Of Organic Chemistry 日期:2001 卷标:(16) 页码:3067-3074]

    5874-57-7 = 93204-36-5
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Tetrahydrofuran; 0.5 H,Rt; Rt -> 0 °C1.2 0 °C -> Rt; Overnight,Rt
    标题:Tetrahydroisoquinoline Compound Intermediate,Its Preparation Method And Application
    参考文献:China]

    6081-61-4 = 93204-36-5
    反应条件:1.1 Catalysts: Tris(Pentafluorophenyl)Borane Solvents: Methanol; 100 H,36 °C
    标题:Chemo- And Site-Selective Fischer Esterification Catalyzed By B(C6F5)3
    作者:Li,Ya-Lan; Pang,Jin-Yu; Lou,Ji-Cong; Sun,Wen-Wu; Liu,Ji-Kai; Et Al
    参考文献:Asian Journal Of Organic Chemistry 日期:2021 卷标:10(6) 页码:1424-1427]

    24184-43-8 = 93204-36-5
    反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Tetrahydrofuran,Water
    标题:Preparation Of Fused Tricyclic Aminopyrimidines As Cdk Inhibitors For The Treatment Of Abnormal Cellular Proliferation
    参考文献:World Intellectual Property Organization]

    312-84-5 = 93204-36-5
    反应条件:1.1 Reagents: Thionyl Chloride; Cooled; 4 H,Rt1.2 Reagents: Sodium Bicarbonate; Overnight,Rt
    标题:Preparation Of Thiazole Derivatives As Err-α Inverse Agonists
    参考文献:World Intellectual Property Organization]

    154632-86-7 = 93204-36-5
    反应条件:1.1 Reagents: Boron Trifluoride Etherate,Water Solvents: Chloroform
    标题:Discovery Of Da-1229: A Potent,Long Acting Dipeptidyl Peptidase-4 Inhibitor For The Treatment Of Type 2 Diabetes
    作者:Kim,Heung Jae; Kwak,Woo Young; Min,Jong Pil; Lee,Jae Young; Yoon,Tae Hyun; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2011 卷标:21(12) 页码:3809-3812]

    6081-61-4 = 93204-36-5
    反应条件:1.1 Reagents: Cesium Carbonate Solvents: Dimethylformamide; Rt
    标题:Preparation Of Nucleic Acid Binders Having A Hydroxyamine Motif As Protein Synthesis Inhibitors
    参考文献:World Intellectual Property Organization]

    503071-00-9 = 93204-36-5
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 2 H
    标题:Enantioselective Synthesis Of Protected D-Serine From Tetrahydrooxazin-4-One Via A Hetero Diels-Alder Reaction
    作者:Panunzio,Mauro; Bandini,Elisa; Campana,Eileen; Vicennati,Paola
    参考文献:Tetrahedron: Asymmetry 日期:2002 卷标:13(19) 页码:2113-2115]

    862824-85-9 = 93204-36-5
    反应条件:1.1 Catalysts: Acetyl Chloride Solvents: Methanol; 15 H,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Rt
    标题:Mild And Chemoselective Deacetylation Method Using A Catalytic Amount Of Acetyl Chloride In Methanol
    作者:Yeom,Chang-Eun; Lee,So Young; Kim,Young Jong; Kim,B. Moon
    参考文献:Synlett 日期:2005 卷标:(10) 页码:1527-1530]

    5874-57-7 = 93204-36-5
    反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Ethyl Acetate,Water; 0 °C; 3 H,Rt
    标题:Different Routes To Ampholytic Polydehydroalanine: Orthogonal Versus Simultaneous Deprotection
    作者:Kruse,Jan-Hendrik; Biehl,Philip; Schacher,Felix Helmut
    参考文献:Macromolecular Rapid Communications 日期:2019 卷标:40(10)]

    6081-61-4 = 93204-36-5
    反应条件:1.1 Reagents: Acetyl Chloride Solvents: Methanol; 5 Min,0 °C1.2 2 H,0 °C -> Reflux
    标题:Substituted Diaminopropanol Derivatives As Glucosylceramide Synthase Inhibitors For The Treatment Of Diseases And Their Preparation
    参考文献:World Intellectual Property Organization]

    312-84-5 = 93204-36-5
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol1.2 Reagents: Sodium Bicarbonate Solvents: Water
    标题:First Stereocontrolled Synthesis Of (S)-Cleonin And Related Cyclopropyl-Substituted Amino Acids
    作者:Esposito,Annamaria; Piras,Pier Paolo; Ramazzotti,Daniela; Taddei,Maurizio
    参考文献:Organic Letters 日期:2001 卷标:3(21) 页码:3273-3275]

    13139-17-8 + 312-84-5 = 93204-36-5
    反应条件:1.1 Reagents: Acetyl Chloride Solvents: Methanol; 12 H,0 °C1.2 Reagents: Triethylamine Solvents: Methanol; 12 H,0 °C
    标题:Preparation Of Dipeptide And Tripeptide Epoxy Ketone Protease Inhibitors
    参考文献:World Intellectual Property Organization]

    24184-43-8 = 93204-36-5
    反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Ethyl Acetate,Water; 45 Min,0 °C
    标题:A Modified Fluoro-Pummerer Reaction With Dast And Nis For Synthesis Of β-Amino-α-Fluoro-Sulfides From Corresponding β-Amino-Sulfides
    作者:Chen,Hongju; Hu,Zhanxing; Zhang,Jianxin; Liang,Guangyi; Xu,Bixue
    参考文献:Tetrahedron 日期:2015 卷标:71(14) 页码:2089-2094]

    = 93204-36-5 [标题:Reaction Conditions
    标题:Synthesis And Biological Evaluation Of Fluorescent Analogs Of Polymyxin B
    作者:Suda,Hiroyuki; Nozaki,Jin; Yoshihara,Toshitada; Komagoe,Keiko; Oku,Hiroyuki; Et Al
    参考文献:Peptide Science 日期:2012 卷标:48 页码:97-100]

    = 93204-36-5 [标题:Reaction Conditions
    标题:The Synthesis Of Substituted (4S)-4-(Hydroxymethyl)Imidazolidin-2-Ones As Novel Protein Kinase C Modulators
    作者:Zhao,Lianyun; Qiao,Lixin; Rong,Suo-Bao; Kozikowski,Alan P.
    参考文献:Tetrahedron Letters 日期:2000 卷标:41(45) 页码:8711-8715]

    = 93204-36-5 [标题:Reaction Conditions
    标题:Synthesis Of Tritiated Threonine With A High Specific Activity
    作者:Delacotte,Jean Michel; Galons,Herve; Schott,Dominique; Morgat,Jean Louis
    参考文献:Journal Of Labelled Compounds And Radiopharmaceuticals 日期:1991 卷标:29(10) 页码:1141-6
(R)-3-Acetoxy-2-Benzyloxycarbonylamino-Propionic Acid Methyl Ester置于乙酰氯体系中,用 甲醇 作为反应溶剂,化学反应 15.0H,以91%的收率获得产物n-Z-D-丝氨酸甲酯
参考文献:Mild And Chemoselective Deacetylation Method Using A Catalytic Amount Of Acetyl Chloride In Methanol
标题:Mild And Chemoselective Deacetylation Method Using A Catalytic Amount Of Acetyl Chloride In Methanol
摘要:在中等酸性条件下,使用催化量的乙酰氯在甲醇中实现了乙酸酯的高效脱乙酰化,成功地对各种伯醇,仲醇,芳香醇和糖醇的乙酸酯进行了脱保护.在其他常用酯存在的情况下,乙酰基的高选择性去除也以优异的产率实现.研究发现,这种通过酯交换介导的脱乙酰化反应的活性直接取决于乙酸酯的电子和立体性质.
DOI:10.1055/s-2005-869838

海关参考信息

专利信息


专利号:US-5618808-A
优先权日:1992-07-01
标 题 :Benzothiazepine and benzoxazepine derivatives as cholecystokinin receptor antagonists
发明人:NAGEL ARTHUR A
权利人:PFIZER
摘要:The present invention relates to novel substituted benzothiazepines and benzoxazepines of the formula ##STR1## wherein R 1 , R 2 , R 7 , R 8 , R 9 and X are as defined below, and to novel intermediates used in the synthesis of such compounds. n Such compounds are useful in the treatment and prevention of gastrointestinal disorders, pain and anxiety disorders.
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合成参考文献


摘要:Grimmer, J.; Krieg, S.-C.; Manolikakes, G., Science of Synthesis Knowledge Updates, (2021) 1, 253.
摘要:Chemler, S. R.; Wdowik, T., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 350.
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