CAS: 171557-31-6; 2-(Bis(2-(Tert-Butoxy)-2-Oxoethyl)Amino)Acetic Acid

该化合物是一种合成化合物,其特点是其独特的结构,其中包括经过两组1,1-二甲基乙氧组和氧乙基替代成分改造的甘油脊柱,该化合物一般被归类为氨酸衍生物,可能具有氨酸衍生物和酯的特性,其分子结构表明在各个领域,包括制药和生物化学领域的潜在应用,特别是在药物配制或生物化学试剂方面.二甲基乙氧组的存在可能提高它的溶解性和稳定性,而氧乙基甲基基混合物可能影响其再活动及其与生物系统的相互作用.与许多合成化合物一样,安全和处理预防措施必不可少,其生物系统中的行为需要彻底调查,以了解其药理学和潜在治疗效果.

结构式图片

相似化合物

174267-71-1 85916-13-8 137076-54-1

上下游产品

(Benzyloxycarbonylmethyl-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester t-butyl iodoacetate tert-butyl esterbromoacetic acid tert-butyl ester

合成工艺路线路线简述

  • 合成目标产物 (Bis-Tert-Butoxycarbonylmethyl-Amino)-Acetic Acid 主要起始原料 Glycine, N,N-Bis[2-(1,1-Dimethylethoxy)-2-Oxoethyl]-, Phenylmethyl Ester
  • (文献来源)合成步骤主要原料 Glycine, N,N-Bis[2-(1,1-Dimethylethoxy)-2-Oxoethyl]-, Phenylmethyl Ester
碘乙酸叔丁酯置于palladium On Activated Charcoal Ph 7.0 Phosphate Buffer,氢气体系中,用 甲醇,二甲基亚砜 用作溶剂,化学反应 80.0H,反应生成(双-叔丁氧基羰基甲基-氨基)-乙酸
参考文献:Stereocontrolled Synthesis Of Dtpa Analogs Branched In The Ethylene Unit
标题:Stereocontrolled Synthesis Of Dtpa Analogs Branched In The Ethylene Unit
摘要:Stereochemically Controlled Synthesis Of Diethylenetriaminepentaacetic Acid (Dtpa) Analogues Substituted On The Ethylene Backbones With Methyl Groups,The Chiral Center A To The Terminal Nitrogen Being Derived From (S)-Or (R)-Alanine,Has Been Achieved. The Key Intermediate (S)-Propylenediaminetriacetic Acid Triester Was Synthesized Via Selective Detosylation Of The Alkylation Product Derived From (S)-Alanine And Tert-Butyl Glycinate. Attaching The Remaining Modified Alanine (Or Glycine) Fragment Through Acyl Coupling And Then Selective Reduction Of The Amide Followed By Hydrolysis Of The Esters Afforded The Substituted Dtpa Analogues. Ester Differentiation Has Been Accomplished Through Alkylation Rather Than Acylation Of The (S)-Propylenediaminetriacetic Acid Triester. A Byproduct From This Alkylation Is The Oxazoloisoindole Formed By Internal Alkylation Of The Oxygen Of The Phthaloyl Protecting Group. Phthaloyl Deprotection Followed By Dialkylation Afforded The Ester-Differentiated (S,S)-Dipropylenetriaminepentaacetic Esters. The Enantiomeric Purity Of The Chiral Intermediates (S)-Alaninol And (S)-Propylenediamines Were Determined By HPLC Using Epimeric Standards.
Doi:10.1021/jo00126A059

海关参考信息

专利信息


专利号:US-10364262-B2
优先权日:2012-07-17
标 题 :Method for the synthesis of N-phosphonomethyliminodiacetic acid
发明人:DEVAUX ALBERT; BURCK SEBASTIAN; NOTTE PATRICK
权利人:MONSANTO TECHNOLOGY LLC
摘要:A method for synthesis of N-phosphonoalkyliminodiacetic acid or derivatives thereof by forming a reaction mixture having an acid catalyst, a compound of the following general formula R1—CH2—NX—CH2—R2 and a compound having one or more P—O—P anhydride moieties to form a compound having a formula R1—CH2—N(—CH2PO3R32)(—CH2—R2) wherein in R1—CH2—NX—CH2—R2: X is —CH2—OH or —CH2—COOH; R1 and R2 are independently selected from the group consisting of nitrile, C1-C4 alkyl carboxylate, and carboxylic acid for when X is —CH2—OH, or R1 and R2 are both carbonyl groups linked by a hydrogen substituted nitrogen atom or a C1-C4-alkyl substituted nitrogen atom; and R3 is H, an alkyl group, or an aryl group; the anhydride moieties in the P—O—P anhydride compound have one P atom at the oxidation state (+III) and one P atom at the oxidation state (+III) or (+V); and 2) hydrolyzing the mixture to form N-phosphonomethyliminodiacetic acid or one of its derivatives.

专利号:WO-2014012986-A1
优先权日:2012-07-17
标 题:Method for the synthesis of n-phosphonomethyliminodiacetic acid

专利号:US-2015166584-A1
优先权日:2012-07-17
标 题:Method for the synthesis of n-phosphonomethyliminodiacetic acid

专利号:EP-2875038-A1
优先权日:2012-07-17
标 题:Method for the synthesis of n-phosphonomethyliminodiacetic acid
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主要参考文献

[参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

合成参考文献

参考DOI号:10.1016/j.bmcl.2014.04.096
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