CAS: 15761-38-3; Boc-Ala-Oh

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Alkaline Earth Salt Of/the/ Methylsulfuric Acid置于三丁基氧化锡体系中,用 1,2-二氯乙烷 用作溶剂,化学反应 25.0H,以100%的收率获得n-叔丁氧羰基-L-丙氨酸
参考文献:Efficient,Non-Acidolytic Method For The Selective Cleavage Of N-Boc Amino Acid And Peptide Phenacyl Esters Linked To A Polystyrene Resin
标题:Efficient,Non-Acidolytic Method For The Selective Cleavage Of N-Boc Amino Acid And Peptide Phenacyl Esters Linked To A Polystyrene Resin
摘要:描述了一种高效非酸性的方法,用于选择性裂解与聚苯乙烯树脂连接的n-Boc-氨基酸和-肽的苯乙酰酯,该方法使用(Ch3)3Snoh(tmtoh)或[(N-C4H9)3Sn]2O(bbto).我们强烈推荐使用三甲基锡氢氧化物,基于其有利的特性来选择性裂解羧酸酯.该方法与n-Boc/o-Bn(苄醚)策略相容,并产生对映体纯的n-Boc-肽,适用于进一步操作,段缩合或环化策略.提出了tmtoh在溶液中裂解苯乙酸甲酯的机制假设.
Doi:10.1039/a704118G

专利信息

专利号:US-7589170-B1
优先权日:1998-09-25
标题 :Synthesis of cyclic peptides
发明人：SMYTHE MARK LESLIE; MEUTERMANS WIM DENIS FRANS; BOURNE GREGORY THOMAS; MCGEARY ROSS PETER
权利人:UNIV QUEENSLAND
摘要:This invention relates to methods for preparing cyclic peptides and peptidomimetic compounds in solution and bound to solid supports, and to cyclic peptide or peptidomimetic libraries for use in drug screening programs. In particular, the invention relates to a generic strategy for synthesis of cyclic peptides or peptidomimetics that enables the efficient synthesis under mild conditions of a wide variety of desired compounds. Two approaches were evaluated for their improvements in solution and solid phase synthesis of small cyclic peptides: positioning reversible N-amide substituents in the sequence; and applying native ligation chemistry in an intramolecular sense. Systematic investigation of the effects of preorganising peptides prior to cyclisation by using peptide cyclisation auxiliaries, and developing new linkers and peptide cyclisation auxiliaries to aid cyclic peptide synthesis gives surprising improvements in both yields and purity of products compared to the prior art methods. The combination of these technologies provides a powerful generic approach for the solution and solid phase synthesis of small cyclic peptides. The ring contraction and N-amide substitution technology of the invention provide improved methods for the synthesis of cyclic peptides and peptidomimetics. When used in conjunction with linker strategies, this combination provides solid-phase avenues to cyclic peptides and peptidomimetics.

专利号:US-7288661-B2
优先权日:2003-12-10
标 题 :Process for the synthesis of (2S,3aS,7aS)-1-[(S)-alanyl]-octahydro-1H-indole-2-carboxylic acid compounds and application in the synthesis of perindopril
发明人：DUBUFFET THIERRY; LECOUVE JEAN-PIERRE
权利人:SERVIER LAB
摘要:Process for the synthesis of compounds of formula (I): n nwherein R represents a hydrogen atom or a protecting group for the amino function.n n Application in the synthesis of perindopril and pharmaceutically acceptable salts thereof.

专利号:US-7060842-B2
优先权日:2001-07-24
标题 :Method for synthesis of (2S, 3aS, 7aS)-1-{(S)-alanyl}-octahydro-1H -indole-2-carboxylic acid derivatives and use for synthesis of perindopril
发明人：MEZEI TIBOR; PORCS-MAKKAY MARTA; SIMIG GYULA
权利人:SERVIER LAB
摘要:Process for the industrial synthesis of the compounds of formula (I): n nwherein R 1 represents a hydrogen atom or an alkyl or benzyl group, and R 2 represents a group that protects the amino function.

专利号:US-2018265547-A1
优先权日:2014-07-18
标 题 :Z-selective olefin metathesis of peptides
发明人：MANGOLD SHANE L; GRUBBS ROBERT H
权利人:CALIFORNIA INST OF TECHN
摘要:The invention relates generally to the synthesis of modified amino acids and modified peptides in the presence of cyclometalated catalysts. The invention has utility in the fields of catalysis, organic synthesis, polymer chemistry, and industrial and fine chemicals chemistry.

专利号:US-6133409-A
优先权日:1996-12-19
标 题:Process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and αβ-unsaturated carboxylic acid and aldehyde compounds
发明人：SALVINO JOSEPH M; MORTON GEORGE C; MASON HELEN J; LABAUDINIERE RICHARD F
权利人:AVENTIS PHARM PROD INC
摘要:This invention is directed to a process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and alpha , beta -unsaturated carboxylic acid and aldehyde compounds and to polymeric hydroxylamine resin compounds useful therefor.

专利号:US-4704450-A
优先权日:1983-02-21
标 题 :Synthesis of hpGRF(Somatocrinin) in liquid phase and intermediate peptides
发明人：DIAZ JOSEPH; DEMARNE HENRI; RONCUCCI ROMEO; SCHMELCK PAUL-HENRY
权利人:SANOFI SA
摘要:The invention relates to synthesis of hpGRF (Somatocrinin) in liquid phase and to intermediate peptides, comprising: coupling, one after the other and in the order of the sequence of the GRF, the fragments in which: (a) the side acid functions of the aspartic and glutamic acids and the side amine function of the lysine are protected by protector groups stable in the conditions of deprotection of the group Boc, (b) the guanidine function of the arginine is protected by protonation, and (c) the N-terminal amino acid is protected on the amine by the Boc group; selectively eliminating the group Boc from the N-terminal amine of the peptide in phase of elongation by hydrolysis with trifluoroacetic acid, said coupling being effected in an aprotic polar solvent and eliminating, at the end of sequence, all the protector groups by hydrolysis with the aid of a 0.1 to 1M solution of methanesulfonic or trifluoromethanesulfonic acid in trifluoroacetic acid.