CAS: 47173-80-8; Boc-D-Ser(Bzl)-Oh

该化合物是氨酸D-serine的一种衍生物,其特点是氨基氨基组有一个乙型丁氧碳基(Boc)保护小组,而氢氧基组有一个苯基组有一个保护小组.该化合物通常用于peptide合成中,并用作有机合成的中间体,因为它有能力在化学反应中保护功能组.Boc组是一个常见的保护群体,在酸性条件下很容易去除,允许在必要时有选择地去保护氨基组.苯基组增强了分子的脂性,可影响分子的溶性和再活性.N-Boc-O-Benzyl-D-serine经常用于制药和生物活性化合物的开发,特别是在研究...

结构式图片

相似化合物

53317-22-9 10433-52-0 20806-43-3

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CAS号3262-72-4 B°C-L-丝氨酸 | CAS号100-39-0 溴化苄 | CAS号24424-99-5 二碳酸二叔丁酯 | CAS号10433-52-0 O-苄基-D-丝氨酸 | CAS号159634-47-6 伊布莫仑

合成工艺路线路线简述

  • 合成目标产物 Boc-D-Ser(Bzl)-Oh 主要起始原料 Di-Tert-Butyl Dicarbonate
  • (文献来源)合成步骤主要原料 Di-Tert-Butyl Dicarbonate
二碳酸二叔丁酯置于sodium Hydride,碳酸氢钠,Sodium Carbonate体系中,用 水,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 5.0H,反应生成 N-Boc-O-苄基-D-丝氨酸
参考文献:基于螺吲哚啉的生长激素促分泌素mk-677的简便合成
标题:基于螺吲哚啉的生长激素促分泌素mk-677的简便合成
摘要:摘要描述了一种合成基于口服活性螺环二氢吲哚的生长激素促分泌素mk-677的简便方法.关键步骤采用了菲舍尔吲哚/还原策略.还优化了关键中间体n-保护的哌啶羧醛5和n-Boc-O-苄基-D-丝氨酸(2)的制备.
DOI:10.1016/j.Cclet.2012.03.032

海关参考信息

专利信息


专利号:US-4101721-A
优先权日:1976-12-09
标题 :Solid phase synthesis of protected peptides
发明人:RICH DANIEL H; GURWARA SWEET K
权利人:WISCONSIN ALUMNI RES FOUND
摘要:The invention is addressed to the preparation of 3-nitro-4-bromomethyl benzoic acid, as a new compound from which 3-nitro-4-bromomethyl benzoyl amide polystyrene resin can be prepared for solid synthesis of protected peptide acids and amides and separation thereof without cleavage of acid labile protecting groups or decomposition of aromatic acid groups and from which purified polypeptides can be formed.

专利号:US-4062746-A
优先权日:1975-05-07
标 题 :Solid phase synthesis of protected peptides
发明人:RICH DANIEL H; GURWARA SWEET K
权利人:WISCONSIN ALUMNI RES FOUND
摘要:The invention is addressed to the preparation of 3-nitro-4-bromomethyl benzoic acid, as a new compound from which 3-nitro-4-bromomethyl benzoyl amide polystyrene resin can be prepared for solid synthesis of protected peptide acids and amides and separation thereof without cleavage of acid labile protecting groups or decomposition of aromatic acid groups and from which purified polypeptides can be formed.

专利号:US-5886104-A
优先权日:1993-06-18
标题 :Grafted cross-linked polyolefin substrates for peptide synthesis and assays
发明人:PEDERSEN WALTHER BATSBERG; ALMDAL KRISTOFFER; WINTHER LARS; BERG ROLF HENRIK
权利人:FORSKNIINGSCENTER RISO
摘要:A solid support for the solid-phase synthesis of peptides or proteins in high yield and in high purity, suited both to the synthesis of a single peptide or protein and to the parallel and substantially simultaneous synthesis of a plurality thereof, is based on a cross-linked polyolefin, especially polyethylene, substrate, the cross-linking having been obtained by irradiation with high energy electrons or γ radiation or treatment with organic peroxide such as benzoyl peroxide, to which substrate are grafted polymer chains such as polystyrene chains which are functionalized with a chemical functionality facilitating the formation of an anchoring linkage between the polymer moiety and another chemical species. The solid support is also suited for use in solid-phase biosystems, notably bioassays, such as immunoassays, DNA hybridization assays or PCR amplification. The grafted chains may bear substituents which are such that the polymer-grafted cross-linked polyolefin substrate is swellable by water or aqueous media, in other words, hydrophilic, which makes the solid support particularly well suited for assays of the ELISA type.

专利号:EP-0433345-B1
优先权日:1988-09-01
标题:Peptide synthesis method and solid support for use in the method
发明人:BERG ROLF H; ALMDAL KRISTOFFER; PEDERSEN WALTHER BATSBERG; HOLM ARNE; TAM JAMES P; MERRIFIELD ROBERT BRUCE
权利人:RISOE FORSKNINGSCENTER
摘要:A method for the solid-phase synthesis of peptides or proteins in high yield and high purity uses a solid support consisting of a functionalized polystyrene-grafted polymer substrate, the grafted polystyrene chains being substantially non-cross-linked and having a chain molecular weight, not including optional non-reactive substituents, of at least 200,000, preferably in the range of 600,000-1,200,000. Particularly suitable polymer substrates are substrates of a polyolefin such as polyethylene. The method is particularly well-suited to the compartmentalized synthesis of a multitude of peptides or proteins in a parallel and substantially simultaneous fashion. Preferred embodiments of a solid support for performing the synthesis are prepared from thin polyethylene sheet or film which has been grafted with polystyrene chains in a radical-initiated process in which the polyethylene sheet or film is immersed in a solution of optionally substituted styrene monomer in an alcohol such as methanol, the volume percentage of styrene in the solution preferably being about 30 % v/v, and subjected to gamma irradiation.

专利号:US-6867202-B1
优先权日:1997-06-25
标 题 :Treatment of insulin resistance
发明人:CARPINO PHILIP ALBERT; CHIU CHARLES KWOK-FUNG; PAN LYDIA CODETTA; LEFKER BRUCE ALLEN; TREADWAY JUDITH LEE; ZAWISTOSKI MICHAEL PAUL
权利人:PFIZER
摘要:This invention is directed to methods of treating insulin resistance in a mammal which comprise administering an effective amount of a compound of formula I, n n nwhere the variables are defined in the specification, or the stereoisomeric mixtures, diastereomerically enriched, diastereomerically pure, enantiomerically enriched or enantiomerically pure isomers, or the pharmaceutically acceptable salts and prodrugs thereof to said mammal. The compounds of formula I are growth hormone secretagogues and as such are useful for increasing the level of endogenous growth hormone. In another aspect this invention provides certain intermediates which are useful in the synthesis of the foregoing compounds and certain processes useful for the synthesis of said intermediates and th compounds of formula I. This invention is further directed to methods comprising administering to a human or other animal a combination of a functional somatostatin antagonist such as an alpha-2 adrenergic agonist and a compound of formula I.

专利号:US-2004110228-A1
优先权日:2002-04-01
标 题:Combinatorial organic synthesis of unique biologically active compounds
发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.
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主要参考文献

参考标题:Design And Synthesis Of Novel Prodrugs Of 2′-Deoxy-2′-Methylidenecytidine Activated By Membrane Dipeptidase Overexpressed In Tumor Tissues
作者:Yasunori Kohchi,Kazuo Hattori,Nobuhiro Oikawa,Eisaku Mizuguchi,Yoshiaki Isshiki,Kohsuke Aso,Kiyoshi Yoshinari,Haruyoshi Shirai,Masanori Miwa,Yukiko Inagaki,Masako Ura,Kotaroh Ogawa,Hisafumi Okabe,Hideo Ishitsuka,Nobuo Shimma |发布日期:2007.4
摘要:Dna Microarray Analysis Comparing Human Tumor Tissues With Normal Tissues Including Hematopoietic Progenitor Cells Resulted In Identification Of Membrane Dipeptidase As A Prodrug Activation Enzyme. Novel Prodrugs Of 2'-Deoxy-2'-Methylidenecytidine (Dmdc) Including Compound 23 That Are Activated By Membrane Dipeptidase (Mdp) Preferentially In Tumor Tissue Were Designed And Synthesized To Generate The

合成参考文献


参考文献:10.1055/s-2008-1078209
摘要:Neuville L, Zhu J, Dufour J. Total Synthesis of Arylomycin A2, a Signal Peptidase I (SPase I) Inhibitor. Synlett. 2008 Aug 22;2008(15):2355–9. doi: 10.1055/s-2008-1078209.
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