MDPSCL2: a new protecting group for chemoselective synthesis of 2'-O-alkylated guanosines.

نویسندگان

  • Suetying Chow
  • Ke Wen
  • Yogesh S Sanghvi
  • Emmanuel A Theodorakis
چکیده

An improved strategy for the synthesis of 2'-O-methyl-guanosine (6) and 2'-MOE-guanosine (8) is reported. The regioselectivity of the alkylation was attained using a novel silicon-based protecting group, methylene-bis (diisopropyl-silylchloride) (MDPSCl2, 2). The alkylation proceeded in a chemoselective manner using NaHMDS as the base and MeCl or MOE-Br as the appropriate electrophiles.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Synthesis, characterization and cytotoxicity of alkylated quercetin derivatives

Quercetin, a ubiquitous flavonol, represents a promising leading drug for development of new chemotherapeutic agents. However, its limited cytotoxicity to cancer cells hampers its clinical use. In order to obtain novel quercetin derivatives with superior cytotoxicity, seven alkylated quercetin derivatives were synthesized. Solubility of these derivatives was determined by turbidimetry. Cytotoxi...

متن کامل

Synthesis, characterization and cytotoxicity of alkylated quercetin derivatives

Quercetin, a ubiquitous flavonol, represents a promising leading drug for development of new chemotherapeutic agents. However, its limited cytotoxicity to cancer cells hampers its clinical use. In order to obtain novel quercetin derivatives with superior cytotoxicity, seven alkylated quercetin derivatives were synthesized. Solubility of these derivatives was determined by turbidimetry. Cytotoxi...

متن کامل

Novel synthesis of 2'-O-methylguanosine.

An efficient and chemoselective synthesis of 2'-O-methylguanosine (6) has been accomplished in high yield without protection of the guanine base. The salient feature of the synthesis of 6 lies in the application of methylene-bis-(diisopropylsilyl chloride), (MDPSCl(2), 2) as a new 3',5'-O-protecting group for nucleosides. Use of CH(3)Cl as a weak electrophile and NaHMDS as a mild base was cruci...

متن کامل

[B(OH)3]0.78[B(OH)2(OSO3H)]0.22 as a new, cheap and eco-friendly catalyst for synthesis of acylals at room temperature under solvent free conditions

[B(OH)3]0.78[B(OH)2(OSO3H)]0.22 or (BSA) was simply prepared by addition of chlorosulfonic acid to commercial boric acid at room temperature. This cheap and green solid acid was used as an efficient catalyst for synthesis of acylals from aldehydes under solvent-free conditions at room temperature.

متن کامل

[B(OH)3]0.78[B(OH)2(OSO3H)]0.22 as a new, cheap and eco-friendly catalyst for synthesis of acylals at room temperature under solvent free conditions

[B(OH)3]0.78[B(OH)2(OSO3H)]0.22 or (BSA) was simply prepared by addition of chlorosulfonic acid to commercial boric acid at room temperature. This cheap and green solid acid was used as an efficient catalyst for synthesis of acylals from aldehydes under solvent-free conditions at room temperature.

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Nucleosides, nucleotides & nucleic acids

دوره 22 5-8  شماره 

صفحات  -

تاریخ انتشار 2003