Selective oxidative debenzylation of mono- and oligosaccharides in the presence of azides.

نویسندگان

  • Mathäus Niemietz
  • Lukas Perkams
  • Joanna Hoffman
  • Steffen Eller
  • Carlo Unverzagt
چکیده

When using benzyl ethers as permanent protecting groups in oligosaccharide synthesis selective oxidative debenzylation with NaBrO(3) + Na(2)S(2)O(4) under biphasic conditions is efficient and compatible with anomeric azides and many other functions.

برای دانلود رایگان 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

Huisgen-based conjugation of water-soluble porphyrins to deprotected sugars: towards mild strategies for the labelling of glycans.

Fully deprotected alkynyl-functionalised mono- and oligosaccharides undergo CuAAC-based conjugation with water-soluble porphyrin azides in aqueous environments. The mild reaction conditions are fully compatible with the presence of labile glycosidic bonds. This approach provides an ideal strategy to conjugate tetrapyrroles to complex carbohydrates.

متن کامل

A tuneable method for N-debenzylation of benzylamino alcohols.

[reactions: see text] N-Iodosuccinimide provides a mild, convenient, and tuneable reagent for the selective mono- or didebenzylation in representative, multifunctionalized carbohydrate and amino acid derived N-dibenzylamines with neighboring O-functionality.

متن کامل

Selective Mono Bromination of 1,4-Dihydropyridines

2-monobromomethyl 1,4-dihydropyridines is selectively synthesized by bromination of the parent compound by 1.1 equivalents of pyridinium bromide perbromide in dichloromethane/pyridine at -20 °C. The same reagent in dichloromethane at 0 °C produce the 2,6-bis(bromomethyl) 1,4-dihydropyridines.

متن کامل

ارائه روش‌های جدید برای حذف بنزیل از ترکیب 12،8،6،2- تترااستیل- 10،4 - ‌دی‌بنزیل‌- 12،10،8،6،4،2- هگزاآزاایزوورتزیتان

CL-20 is one of the well-known non-nuclear powerful energetic materials. TADB is an important intermediate in synthesis of CL-20. One of the significant steps in synthesis of CL-20 is application of palladium catalysis for debenzylation of TADB which has some disadvantages such as the high cost, need to special reactor and high cost and need to especial reactor, therefore scientists to find a...

متن کامل

Mast cells and pro-inflammatory cytokines roles in assessment of grape seeds extract anti-inflammatory activity in rat model of carrageenan-induced paw edema

Objective(s): Reactive oxygen species (ROS)-produced oxidative disorders were involved at the pathophysiology of many inflammatory processes via the generation of pro-inflammatory cytokines and antioxidant defense system suppression. Although herbal antioxidants as mono-therapy relief many inflammatory diseases including, autoimmunity rheumatoid arthritis, but as combination therapy with other ...

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

عنوان ژورنال:
  • Chemical communications

دوره 47 37  شماره 

صفحات  -

تاریخ انتشار 2011