CAS: 169287-69-8; 2-(2-(((Benzyloxy)Carbonyl)Amino)-6-Oxo-3H-Purin-9(6H)-yl)Acetic Acid

相似化合物

1028077-12-4 172405-20-8 169287-79-0

上下游产品

[2-(benzyloxycarbonyl)-amino-6-iodopurin-9-yl]-acetic acid [[2-(2-Benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-((1S,2S)-2-tert-butoxycarbonylamino-cyclohexyl)-amino]-acetic acid ethyl ester Z)-OHB°C-PNA(GZ)-OH tert-butyl ester{(2-allyloxycarbonylamino-benzyl)-[(2-benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-amino}-acetic acid tert-butyl ester tert-butoxycarbonylamino-propyl)-[(2-benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-amino}-acetic acid ethyl ester{(3-benzyloxy-2-tert-butoxycarbonylamino-propyl)-[(2-benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-amino}-acetic acid ethyl ester

📜Tert-Butyl (6-Chloro-9H-Purin-2-yl)Carbamate置于甲酸,Sodium Hydride,Potassium Carbonate体系中,用 四氢呋喃,水,N,N-二甲基甲酰胺,Mineral Oil 用作溶剂,化学反应 10.5H,反应生成1,6-二氢-6-氧代-2-[[(苯甲氧基)羰基]氨基]-9H-嘌呤-9-乙酸
参考文献:开发方便的路线,以制备boc介导的pna合成所需的n 2-Cbz保护的鸟苷基合成子
标题:开发方便的路线,以制备boc介导的pna合成所需的n 2-Cbz保护的鸟苷基合成子
摘要:已经开发了一种高效,高产,化学和区域选择性的五步合成n 2-Cbz-鸟嘌呤-9-基乙酸的合成路线,该路线避免了使用三光气.在形成后ñ 2-Boc由2-氨基-6-氯嘌呤保护嘌呤,两个连续的基控制烷基化允许一个ñ 9-叔丁基乙酸酯功能后跟ñ 2-Cbz部分进行安装.通过对6-(2-硝基苯氧基)类似物的x射线晶体学研究证实了这些反应的选择性.最后水解脱氯并去除boc和叔叔同时在酸性条件下完成叔丁酯保护基团,以总产率53%得到鸟嘌呤-9-基pna单体合成子.
Doi:10.1016/j.Tetlet.2013.09.034

专利信息

专利号:US-6172226-B1
优先权日:1993-12-22
标 题:Synthons for the synthesis and deprotection of peptide nucleic acids under mild conditions
发明人：COULL JAMES M; EGHOLM MICHAEL; HODGE RICHARD P; ISMAIL MOHAMED; RAJUR S B
权利人:PERSEPTIVE BIOSYSTEMS INC
摘要:A method is disclosed for preparing novel PNA synthons having protecting groups capable of removal under mild conditions. The PNA synthons are prepared by coupling novel N-substituted nucleobase intermediates having carbamate protection of the exocyclic amino group of the heterocycle to an amino protected backbone or an amino protected backbone ester of the amino acid N-(2-aminoethyl)-glycine. By the method of this invention, the resultant PNA synthons can have orthogonal protection of the carbamate protected nucleobase and the amino protected backbone. The PNA synthons are useful in the synthesis of peptide nucleic acids (PNAs) and other oligomers such as PNA-DNA chimeras, and may be used in automated synthesizers. Novel compositions of matter are also disclosed. In addition, a guanine PNA synthon having selective carbamate protection of the exocyclic 2-amino group with the C6 carbonyl group unprotected is disclosed.

专利号:US-7411065-B2
优先权日:2002-04-26
标 题 :PNA monomer and precursor
发明人：KIM SUNG KEE; LEE HYUNIL; LIM JONG CHAN; CHOI HOON; JEON JAE HOON; AHN SANG YOUL; LEE SUNG HEE; YOON WON JUN
权利人:PANAGENE INC
摘要:This application relates to monomers of the general formula (I) for the preparation of PNA (peptide nucleic acid) oglimers and provides method for the synthesis of both predefined sequence PNA oligomers and random sequence PNA oligomers: n nwhereinn E is nitrogen or C—R′; J is sulfur or oxygen; R′, R1, R2, R3, R4 is independently H, halogen, alkyl, nitro, nitrile, alkoxy, halogenated alkyl, halogenated alkoxy, phenyl or halogenated phenyl, R5 is H or protected or unprotected side chain of natural or unnatural α-amino acid; and B is a natural or unnatural nucleobase, wherein when said nucleobase has an exocyclic amino function, said function is protected by protecting group which is labile to acids but stable to weak to medium bases in the presence of thiol.

专利号:US-7022851-B2
优先权日:2002-01-24
标题 :PNA monomer and precursor
发明人：KIM SUNG KEE; LEE HYUNIL; LIM JONG CHAN; CHOI HOON; JEON JAE HOON; AHN SANG YOUL; LEE SUNG HEE
权利人:PANAGENE INC
摘要:This application relates to monomers of the general formula (I) for the preparation of PNA (peptide nucleic acid) oligomers and provides method for the synthesis of both predefined sequence PNA oligomers and random sequence PNA oligomers: n nwhereinn R1, R2, R3, R4, R5 is independently H, halogen, C 1 –C 4 alkyl, nitro, nitrile, C 1 –C 4 alkoxy, halogenated C 1 –C 4 alkyl, or halogenated C 1 –C 4 alkoxy, wherein at least one of R1, R3, and R5 is nitro; R6 is H or protected or unprotected side chain of natural or unnatural α-amino acid; and B is a natural or unnatural nucleobase, wherein when said nucleobase has an exocyclic amino function, said function is protected by protecting group which is labile to acids but stable to weak to medium bases.

专利号:KR-20030084444-A
优先权日:2002-04-26
标 题 :A Novel Monomer For Synthesis of PNA Oligomer And A Process For Producing The Same

专利号:US-6133444-A
优先权日:1993-12-22
标 题 :Synthons for the synthesis and deprotection of peptide nucleic acids under mild conditions