CAS: 21209-51-8; Benzyl ((Benzyloxy)Carbonyl)-L-Serinate

该化合物是一种化学化合物,其结构特征包括由苯氧基碳酸(Z)组保护的氨基酸衍生物,该化合物通常用于peptide合成和其他有机化学应用,因为其有能力保护氨基溶液组,从而防止合成过程中的意外反应.苯基酯组可提高化合物在有机溶剂中的溶解性,可在特定条件下去除,以产生免费的溶液.Z-Ser-OBzl在标准实验室条件下一般保持稳定,但应当谨慎处理,如所有化学物质一样,以避免接触和确保安全.该化合物的应用范围扩大到生物化学和药物研究,在合成更复杂的分子时,作为中间体.与任何化学产品一样,应当遵循适当的储存和处理规程,以保持其完整性和有效性.

结构式图片

上下游产品

CAS号1145-80-8 |N|-苄氧羰基-L-丝氨酸 | CAS号100-39-0 溴化苄 | CAS号1738-80-3 TosOH*Ser-OBzl | CAS号501-53-1 氯甲酸苄酯 | CAS号100-44-7 氯化苄 | CAS号104-15-4 对甲苯磺酸 | CAS号100-51-6 苯甲醇 | CAS号2016-04-8 N,N-二甲基甲酰胺二苄基缩醛 | CAS号55822-82-7 N-(苄氧羰基)-L-β-氯丙... | CAS号1145-80-8 |N|-苄氧羰基-L-丝氨酸 | CAS号17331-87-2 N-Benzyloxycarb...

合成工艺路线路线简述

  • 合成目标产物 Z-Ser-Obzl 主要起始原料 Benzyl Chloroformate
  • (文献来源)合成步骤主要原料 Benzyl Chloroformate
📜氯甲酸苄酯置于碳酸氢钠,Caesium Carbonate体系中,用 四氢呋喃,甲醇,水 用作溶剂,化学反应 18.25H,反应生成N-苄氧羰基-L-丝氨酸苯醚
参考文献:抗体-药物偶联物对鸟嘌呤碱的有效负载:鸟嘌呤碱a和d的全合成†
标题:抗体-药物偶联物对鸟嘌呤碱的有效负载:鸟嘌呤碱a和d的全合成†
摘要:芹菜碱是一类抗有丝分裂的海洋大环内酯类,可通过双重靶向肌动蛋白和微管蛋白来破坏细胞骨架动力学.鉴于其皮摩尔的细胞毒性特征和空前的作用方式,其作为开发下一代用于癌症化学疗法的抗体-药物偶联物(adc)的新型有效负载,是绝佳的候选者.通过改进大内酯核5的第二代合成,我们已经实现了最有效的同类素aplyronine D的首次全合成以及对aplyronine A的高度立体控制的合成.进行c7羟基安装n,N,O-Trimethylserine药效团直接提供aplyronines A和d.在组装带有aplyronine战斗部的adc的过程中,还通过适应这种灵活的末端操作制备了c29-酯衍生物4,其特征是fmoc-氨基取代的连接子附着在肌动蛋白结合的尾巴区域上.
Doi:10.1039/c7Ob03204H

海关参考信息

专利信息


专利号:US-4935503-A
优先权日:1988-05-05
标题:Azidochlorination and diazidization of glycals
发明人:NAICKER SELVARAJ; NOUJAIM ANTHONY A
权利人:BIOMIRA INC
摘要:The invention describes a one-pot single step procedure for the azidochlorination or diazidization of glycals, including glycal elements of carbohydrates. Compounds such as 3,4,6-tri-O-benzyl-2-azido-2-deoxy-alpha-D-galactopyranosy chloride, and 3,4,6-tri-O-benzyl-2-azido-2-deoxy-alpha-,beta-D-galactopyranose are prepared from tri-O-benzyl galactal as well as 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-alpha-galactopyranasol chloride and 3,6-di-O-acetyl-4-O-[2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl]-2-azido-2-deoxy-alpha-D-glycopyranosyl chloride from their respective O-acetylated glycal derivatives by the addition of azido chloride which is chemically generated in situ. A method using 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride for the synthesis of antigenic determinants such as the terminal asialo GM 1 (beta-D-Gal (1->3)-beta-D-GalNAc-OR) has been demonstrated. The conversion of the subject synthon into 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide and 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranose is also described. A further method for the synthetic generation of the Tn antigen (alpha-D-GalNAc-O-L-serine) is also described.

专利号:US-4804789-A
优先权日:1982-07-06
标题 :D-mannite derivatives as starting products for the synthesis of phospholipids
发明人:EIBL HANSJOERG
权利人:MAX PLANCK GESELLSCHAFT
摘要:The invention concerns D-mannitol derivatives of the general formula I ##STR1## wherein R 1 and R 2 are the same or different, and when R 1 R 2 are the same, signify a straight-chained or branched alkyl, alkenyl or alkynyl group with 6 to 24 carbon atoms, which can contain cycloalkyl radicals with 3 to 6 carbon atoms, aryl radicals, benzyloxy, allyloxy, mesyloxy and/or halogen substituents and, when R 1 and R 2 are different, signify a straight-chained or branched alkyl group with 1 to 24 carbon atoms, which can contain cycloalkyl radicals with 3 to 6 carbon atoms, aryl radicals, benzyloxy, allyloxy, mesyloxy and/or halogen substituents, or a straight-chained or branched alkenyl or alkynyl group with 3 to 24 carbon atoms, which can contain cycloalkyl radicals with 3 to 6 carbon atoms, aryl radicals, benzyloxy, allyloxy, mesyloxy and/or halogen substituents, and R 1 can also be trityl. Starting from these D-mannitol derivatives, there can be obtained, in simple manner and with good yields, phospholipids in the form of their optically pure stereoisomers.

专利号:WO-8400362-A2
优先权日:1982-07-06
标 题 :New d-mannite derivatives as starting products for the synthesis of phospholipids

专利号:US-4734225-A
优先权日:1982-07-06
标 题:D-mannite derivatives as starting products for the synthesis of phospholipids

专利号:DE-3239858-A1
优先权日:1982-07-06
标题:NEW D-MANNITE DERIVATIVES AS STARTING PRODUCTS FOR THE SYNTHESIS OF PHOSPHOLIPIDES

专利号:EP-0116566-A1
优先权日:1982-07-06
标 题 :NEW D-MANNITE COMBATINGS AS PRE-PRODUCTS FOR THE SYNTHESIS OF PHOSPHOLIPIDES.

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Michael-Type Additions In The Synthesis Of α-O- And -S-2-Deoxyglycosides
作者:Katja Michael,Horst Kessler |发布日期:1996.5
摘要:O- And S-Nucleophiles Including Galactose, Serine And Cysteine Derivatives Undergo Michael-Type Additions To Hex-1-En-3-Uloses To Furnish Stereoselectively The α-2-Deoxy-Ulosides. The Keto Function At C-3 Can Be Reduced Stereoelectively With Nabh4. Both Configurations Can Be Obtained Depending On The Presence Or Absence Of Cecl3. Glycosylation Takes Place Either Base Catalyzed With Dbu (1,8-Diazabicyclo[5

合成参考文献


参考文献:10.1007/s00726-009-0447-0
摘要:Guanti G, Banfi L, Basso A, Bondanza L, Guglieri G, Powles K, Riva R. Optimized synthesis of phosphatidylserine. Amino Acids. 2010 Jul;39(2):367–73. doi: 10.1007/s00726-009-0447-0.
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