CAS: 167015-11-4; Fmoc-D-Cys(Trt)-Oh

该化合物是D-cysteine受保护的衍生物,由N-终点的Fmoc(9-氟戊基甲基苯氧碳基)和Trt(trityl)组组成,保护cysteine侧链的硫醇功能.该化合物广泛用于固态聚氨酯合成(SPPS)中,以纳入D-cysteine残留物,同时防止不必要的侧反应,如脱硫联结形成或氧化.Fmoc组在温和基本条件下被切除,而在酸条件下可以清除Trt组,提供或远方保护战略.其高纯度和稳定性使它成为peptide合成的可靠建筑块,特别是在准备复杂或化学化学上经过修改的peptid中.

结构式图片

相似化合物

103213-32-7 21947-98-8 2799-07-7

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上下游产品

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide trityl chloride α-fluoren-9-ylmethoxycarbonyl-L-cysteineNα-fluoren-9-ylmethoxycarbonyl-L-cysteine N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystineFm°C-Cys(Trt)-OTDO

合成工艺路线路线简述

    📜三苯基氯甲烷,氯甲酸-9-芴基甲酯,D-Cysteine置于碳酸氢钠体系中,用 N,N-二甲基甲酰胺,四氢呋喃,水 用作溶剂,化学反应 6.0H,以180 G的收率获得n-Fmoc-S-三苯甲基-D-半胱氨酸
    参考文献: An Improved Process For The Preparation Of (1S,4S,7Z,10S,16E,21R)-7-Ethylidene-4,21-Bis(1-Methylethyl)-2-Oxa-12,13-Dithia-5,8,20,23-Tetraazabicyclo[8.7.6]Tricos-16-Ene-3,6,9,19,22-Pentone[fr] Procédé Amélioré Pour La Préparation De (1S,4S,7Z,10S,16E,21R)-7-éthylidène-4,21-Bis(1-Méthyléthyl)-2-Oxa-12,13-Dithia-5,8,20,23-Tétraazabicyclo[8.7.6]Tricos-16-ène-3,6,9,19,22-Pentone
    标题: An Improved Process For The Preparation Of (1S,4S,7Z,10S,16E,21R)-7-Ethylidene-4,21-Bis(1-Methylethyl)-2-Oxa-12,13-Dithia-5,8,20,23-Tetraazabicyclo[8.7.6]Tricos-16-Ene-3,6,9,19,22-Pentone[fr] Procédé Amélioré Pour La Préparation De (1S,4S,7Z,10S,16E,21R)-7-éthylidène-4,21-Bis(1-Méthyléthyl)-2-Oxa-12,13-Dithia-5,8,20,23-Tétraazabicyclo[8.7.6]Tricos-16-ène-3,6,9,19,22-Pentone
    摘要:本发明涉及一种改进的制备过程,用于制备式i的(1S,4S,7Z,10S,16E,21R)-7-乙烯基-4,21-双(1-甲基乙基)-2-氧-12,13-二硫-5,8,20,23-四氮杂环[8.7.6]三十一烯-16-烯-3,6,9,19,22-五酮.

    海关参考信息

    专利信息


    专利号:US-2023331778-A1
    优先权日:2020-08-31
    标 题 :An improved process for fmoc synthesis of etelcalcetide
    发明人:LOBO LESTER JOHN; CHANDRAKESAN MURALIDHARAN; DOSHI CHETAN; CHANADAK SHAILESH LALCHAND; YADAV NANDLAL GOPAL; MOHE NIKHIL UMESH; VISHWANATHAN KODANDARAMAN; CHAVRE PRAFUL SHAMRAO
    权利人:USV PRIVATE LTD
    摘要:The present invention relates to an improved process for the synthesis of Etelcalcetide and its analogs by solid phase synthesis of Fmoc protected amino acids in a sequential manner, followed by acetylation of terminal D-cys and cleavage of peptide from solid support. The crude heptapeptide thus obtained is reduced using Tris(2-carboxyethyl) phosphine hydrochloride, purified and oxidized with L-cysteine. The oxidized Etelcalcetide is purified and salt exchanged using a one-step reverse phase chromatography process. The purified Etelcalcetide hydrochloride is then precipitated using organic solvents, concentrated and lyophilized to purity of greater than 99.0%.

    专利号:US-2024287128-A1
    优先权日:2020-11-17
    标题:Extremely fast solid phase synthesis
    发明人:GILON CHAIM; HUREVICH MATTAN; BENTOLILA MOSHE; ALSHANSKI ISRAEL; NAOUM JOHNNY
    权利人:YISSUM RES DEV CO OF HEBREW UNIV JERUSALEM LTD
    摘要:The present disclosure generally relates to the field of solid phase synthesis and methods for synthesizing peptides and employing solid phase synthesis.

    专利号:US-9388212-B2
    优先权日:2013-02-21
    标 题:Solid phase peptide synthesis via side chain attachment
    发明人:BARLOS KLEOMENIS K
    权利人:CHEMICAL & BIOPHARMACEUTICAL LAB OF PATRAS S A
    摘要:The present application discloses peptides and peptaibols of high purity may be obtained by solid phase peptide synthesis using as the starting resin hydroxy amino acids, hydroxy amino acid amides, hydroxy amino alcohols or small peptides containing hydroxy amino acids attached to polymers through their side chain.

    专利号:US-2025231184-A1
    优先权日:2022-10-12
    标题:Nitrilotriacetic acid linkers, solid phase synthesis of nitrilotriacetic acid linkers and applications thereof
    发明人:JAMALI HOJJAT S
    权利人:NICOYA LIFESCIENCES INC
    摘要:Described are devices, compounds and methods for detecting an analyte in a sample. More particularly this disclosure provides SPR and LSPR sensors modified by NTA linkers for binding a ligand and/or analyte. The NTA linkers of the disclosure typically include a head (or “anchoring siteâ€?) for coupling to a surface of the SPR or LSPR sensor, a spacer, and one or more attachment sites on a distal end or ends of the spacer which couple to a ligand. The head may include a thiol for coupling the linker to a surface of the SPR or LSPR sensor. The spacer may be a carbon chain. PAG or PEG chain, or matrix material. The one or more attachment sites may be a nitrilotriacetic acid (NTA) moiety capable of chelating a transition metal ion and binding the ligand.

    专利号:EP-3875466-A1
    优先权日:2020-03-05
    标 题 :Process for the synthesis of etelcalcetide
    发明人:MARTELLI GIULIA; CABRI WALTER; FERRAZZANO LUCIA; VIOLA ANGELO; TOLOMELLI ALESSANDRA; RICCI ANTONIO
    权利人:FRESENIUS KABI IPSUM S R L; ALMA MATER STUDIORUM UNIV OF BOLOGNA
    摘要:The present invention provides a manufacturing process for etelcalcetide through direct disulfide bond formation with N-chlorosuccinimide in high yield and high purity.

    专利号:US-9695214-B2
    优先权日:2013-03-15
    标 题 :Solid phase peptide synthesis processes and associated systems
    发明人:SIMON MARK DAVID; PENTELUTE BRADLEY L; ADAMO ANDREA; HEIDER PATRICK LOUIS; JENSEN KLAVS F
    权利人:MASSACHUSETTS INST TECHNOLOGY
    摘要:Systems and processes for performing solid phase peptide synthesis are generally described. Solid phase peptide synthesis is a known process in which amino acid residues are added to peptides that have been immobilized on a solid support. In certain embodiments, the inventive systems and methods can be used to perform solid phase peptide synthesis quickly while maintaining high yields. Certain embodiments relate to processes and systems that may be used to heat, transport, and/or mix reagents in ways that reduce the amount of time required to perform solid phase peptide synthesis.

    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):1793-807.

    合成参考文献


    摘要:Kleemann A., Kutscher B., Reichert D., Bossart M., Pharmaceutical Substances, Thieme [Online], Stuttgart, (2025).
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