CAS: 105-09-9; 1,4-Benzenedimethanethiol

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1,4-对二氯苄 反应生成1,4-苯二甲硫醇
参考文献:N,N-二甲基二硫代氨基甲酸酯的水解和水解:一种制备硫醇的方法
标题:N,N-二甲基二硫代氨基甲酸酯的水解和水解:一种制备硫醇的方法
摘要:已开发出一种由烷基和芳烷基氯化物制备硫醇的方法.这包括 N,N-二甲基二硫代氨基甲酸钠与卤化物缩合,然后碱水解或肼解所得 N,N-二甲基二硫代氨基甲酸酯 (Iv).在iv的肼解过程中,形成了一种不溶性固体副产物,其被鉴定为3-肼基-4-氨基-5-巯基-4,1,2-三唑.虽然发现这种方法具有广泛的范围,但遇到了一些失败.Iv 的硝基衍生物对碱或肼敏感,并且在尝试降解时仅产生焦油.发现 β-苯氧乙基 N,N-二甲基二硫代氨基甲酸酯 (Ix) 具有不稳定的烷基-氧键,因此在碱或肼存在下,仅形成相应的酚类.
Doi:10.1139/v56-142

专利信息

专利号:US-2025282813-A1
优先权日:2021-04-09
标 题 :Pseudo solid phase protecting group and methods for the synthesis of oligonucleotides and oligonucleotide conjugates
发明人：OKADA YOHEI; SUZUKI HIDEAKI; LUTHER ANATOL
权利人:BACHEM HOLDING AG
摘要:A novel pseudo solid phase protecting group and methods for the synthesis of oligonucleotides and oligonucleotide conjugates are provided. The pseudo solid phase protecting group is represented by formula II wherein: * indicates the point of attachment to an oxygen atom of a hydroxyl moiety of the nucleoside, the nucleotide, the oligonucleotide, or of the conjugate of a nucleoside, a nucleotide or an oligonucleotide to be protected; c is 0 or 1; a is an integer of 1 to 12; R3 is H; R5 is O—R6 or H, where R6 is a C8-C40 aliphatic hydrocarbon group; each of R4 is independently O—R6, where R6 is at each occurrence independently a C8-C40 aliphatic hydrocarbon group; b is 1 to 3; with the proviso that if b is 1, at least one of R3 and R5 is not H; and with the further proviso that the sum of all carbon atoms contained in the R3, R4, and R5 moieties present is larger than 23 and smaller than 200.

专利号:WO-2025082632-A1
优先权日:2023-10-16
标 题:Method and composition for oligonucleotide synthesis
发明人：SAITO MASAHARU
权利人:BACHEM HOLDING AG
摘要:The invention pertains to a method for the synthesis of oligonucleotides using pseudo solid-phase protecting groups, wherein said method comprises a step of subjecting a solution comprising a component (C-0)# to one or more aqueous extractions, wherein the organic phase comprises the component (C-0)#. Said component (C-0)# is a nucleoside or an oligonucleotide, which is covalently bonded to a pseudo solid-phase protecting group and comprises a free backbone hydroxyl group. The aqueous phase of each of said one or more aqueous extractions has a pH-value in the range of 4-7.

专利号:EP-4605403-A1
优先权日:2022-10-17
标 题:Method and composition for oligonucleotide synthesis
发明人：SAITO MASAHARU; TAKEDA KAZUTAKA; OKADA YOHEI; LUTHER ANATOL
权利人:BACHEM HOLDING AG
摘要:The invention pertains to methods for the synthesis of oligonucleotides using pseudo solid-phase protecting groups, wherein said method comprises at least one aqueous extraction carried out in the presence of one or more amide solvents SA, wherein each amide solvent SA is an amide solvent comprising one or more alkyl groups, wherein these one or more alkyl groups together comprise in total 6−24 carbon atoms. The invention further pertains to compositions comprising an oligonucleotide which is covalently bonded to a pseudo solid-phase protecting group and a mixed solvent comprising on or more of the aforementioned amide solvents SA.

专利号:WO-2024061842-A1
优先权日:2022-09-19
标 题:Improved oligonucleotide synthesis
发明人：CREUSEN GUIDO; MINUTH MARCO; SAMSON DANIEL
权利人:BACHEM HOLDING AG
摘要:A method for the solid-phase synthesis of a target oligonucleotide OT is disclosed, wherein said method comprises a step of incubating a nucleoside or oligonucleotide, which is covalently linked to a solid support and comprises a backbone hydroxyl moiety protected by a di(p-methoxyphenyl)phenylmethyl (DMT) protecting group, with a deprotection mixture, thereby cleaving said protecting group from said nucleoside or oligonucleotide, wherein said deprotection mixture is a liquid composition comprising a solvent, a protic acid having a pKa equal to or smaller than 4, and at least one alcohol of Formula (D), wherein in RD-1 R,D-2 R,D-3 RD-4 and RD-5 are indepently of each other selected from the group consisting of H, OH, a e1-e6-alkyl group, O(C1-C6-aIkyl), C(O)(Ci-C6-alkyl), C(O)O(Ci-C6-alkyl), F, Cl, Br, I, and CN. Such a method does not only suppress depurination, but also results in an acceptable product yield.

专利号:WO-2024083746-A1
优先权日:2022-10-17
标 题 :Method and composition for oligonucleotide synthesis
发明人：SAITO MASAHARU; TAKEDA KAZUTAKA; OKADA YOHEI; LUTHER ANATOL
权利人:BACHEM HOLDING AG
摘要:The invention pertains to methods for the synthesis of oligonucleotides using pseudo solid-phase protecting groups, wherein said method comprises at least one aqueous extraction carried out in the presence of one or more amide solvents SA, wherein each amide solvent SA is an amide solvent comprising one or more alkyl groups, wherein these one or more alkyl groups together comprise in total 6−24 carbon atoms. The invention further pertains to compositions comprising an oligonucleotide which is covalently bonded to a pseudo solid-phase protecting group and a mixed solvent comprising on or more of the aforementioned amide solvents SA.

专利号:US-2024400608-A1
优先权日:2021-09-03
标题:Synthesis of bicycle toxin conjugates, and intermediates thereof
发明人：WITTY DAVID; LIMB DARREN; MIN BYOUNG JOON; HE LIWEN; SANDERS WILLIAM J; NNANABU ERNEST OBINNA
权利人:BRICYCLETX LTD
摘要:The present invention relates to Bicycle toxin conjugates, methods for preparation, and methods of use for treating cancer.