CAS: 102507-13-1; (S)-2-((Tert-Butoxycarbonyl)Amino)-3-Hydroxy-3-Methylbutanoic Acid

该化合物是L-valine受保护的衍生物, 其特点是氮的三丁基碳基(Boc) 组和β位置的氢氧基碳基(Bc) 组. 该化合物广泛用于peptide合成, Boc组在这种合成中充当了矿山功能的临时保护组, 从而能够在温酸条件下有选择地去保护. 新增的氢氧组增强了其在建造复杂的peptide结构或改变侧链互动方面的效用. 它的高度纯度和稳定性使它适合药物研究和精细化学应用. 化合物的立体化学学确保与手相合成的兼容性, 支持生物活分子的开发.

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合成工艺路线路线简述

  • 合成目标产物 N-Boc-(S)-2-Amino-3-Hydroxy-3-Methylbutanoic Acid 主要起始原料 Carbamic Acid, [2-Hydroxy-1-(Hydroxymethyl)-2-Methylpropyl]-, 1,1-
  • (文献来源)合成步骤主要原料 Carbamic Acid, [2-Hydroxy-1-(Hydroxymethyl)-2-Methylpropyl]-, 1,1-
📜(S)-(-)-3-Boc-4-甲氧羰基-2,2-二甲基-1,3-恶唑烷置于sodium Chlorite,2,2,6,6-四甲基哌啶氧化物,碘苯二乙酸,对甲苯磺酸体系中,用 四氢呋喃,甲醇,乙醚,乙腈 用作溶剂,化学反应 20.5H,反应生成N-Boc-3-羟基-L-缬氨酸
参考文献:Gold-Catalyzed Amide/carbamate-Linked N,O-Acetal Formation With Bulky Amides And Alcohols
标题:Gold-Catalyzed Amide/carbamate-Linked N,O-Acetal Formation With Bulky Amides And Alcohols
摘要:A Gold-Catalyzed N,O-Acetal Formation Was Established To Construct An Amide/carbamate-Linked N,O-Acetal Substructure With Bulky Alcohols. The Acyliminium Cation Species Generated From O-Alkynylbenzoic Acid Ester In The Presence Of A Gold Catalyst Is Highly Reactive And Underwent Nucleophilic Attack Of Various Bulky Alcohols And Phenols At Room Temperature Under Neutral Conditions,Leading To The Corresponding N,O-Acetals In Yields Of 34-89% With Good Functional Group Tolerance.
Doi:10.1021/acs.Joc.0C02640

海关参考信息

专利信息


专利号:US-11230553-B2
优先权日:2016-05-09
标 题:Nannocystin process and products
发明人:WANG ZHANG; HUANG JUN
权利人:UNIV NEW YORK STATE RES FOUND
摘要:Described herein is a process for the total synthesis of macrolactones and macrolactams of formula Iincluding E- and Z-configuration thereof, in particular, nannocystins.

专利号:US-2014275007-A1
优先权日:2013-03-14
标题:Oxamazin antibiotics
发明人:GLINKA TOMASZ; HECKER SCOTT; RODNY OLGA
权利人:REMPEX PHARMACEUTICALS INC
摘要:Disclosed herein are oxamazin monobactam compounds and their use as antibiotics resistant to degradation by β-lactamases. Also disclosed are pharmaceutical compositions containing the compounds and methods of synthesis.

专利号:WO-2014164526-A1
优先权日:2013-03-13
标 题:Oxamazin antibiotics
发明人:GLINKA TOMASZ; HECKER SCOTT; RODNY OLGA
权利人:REMPEX PHARMACEUTICALS INC
摘要:Disclosed herein are oxamazin monobactam compounds and their use as antibiotics resistant to degradation by β-lactamases. Also disclosed are pharmaceutical compositions containing the compounds and methods of synthesis.

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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

合成参考文献


参考文献:10.1055/s-0037-1611796
摘要:Wang Z. The Chemical Syntheses of Nannocystins. Synthesis. 2019 Apr 17;51(11):2252–60. doi: 10.1055/s-0037-1611796.
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