Desymmetrization of 4,6-diprotected myo-inositol.

نویسندگان

  • Markus B Lauber
  • Constantin-Gabriel Daniliuc
  • Jan Paradies
چکیده

The asymmetric desymmetrization of 4,6-diprotected myo-inositol derivatives was achieved by using a bifunctional, readily available nucleophilic catalyst. The orthogonally protected products were obtained in 80-99% yield with 90-99% ee. Such structures serve as potential enantiopure building blocks for the synthesis of myo-inositol phosphates.

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

Desymmetrization of 2,4,5,6-tetra-O-benzyl-D-myo-inositol for the synthesis of mycothiol.

An efficient chemical synthesis of mycothiol involving the regioselective ketopinyl desymmetrization of 2,4,5,6-tetrabenzylated D-myo-inositol as the key step is described. Together with a highly α-stereoselective D-glucosaminylation, the whole procedure was accomplished in eight steps with an overall yield of 40%.

متن کامل

A review on the role of inositol in aquaculture

Inositol is usually classified as an essential vitamin for most animals, and is recognised as a part of the B-complex vitamins. Among all other inositol isomer forms, myo-inositol possesses biological activity. It is found in the brain, skeletal, heart, and main reproductive tissues and exists as a structural component of phosphatidylinositol in biological cell membranes. Myo-inositol, also act...

متن کامل

2-O-tert-Butyl­dimethyl­silyl-4,6-O-ethyl­idene-myo-insitol 1,3,5-orthoformate

In the title compound, C(15)H(26)O(6)Si, the dioxa six-membered ring bonded to the myo-inositol skeleton is in a boat conformation while the rest of the six-membered rings adopt chair conformations.

متن کامل

Comparison of the Effects of Myo-Inosito Alone or in Combination with Mem Vitamins on Embryo Development in Sanjabi Sheep

Purpose: The objective of this study was to evaluate the effects of myo-inositol alone or in combination with MEM vitamins on embryo development in sanjabi sheep.Materials and Methods: Sheep Cumulus Oocytes Complexes (COCs) were matured in vitro at 39ºC, in humidified 5% CO2 atmosphere for 22-24 h. There were three treatments, culture in synthetic oviductal fluid medium (treatment I), culture i...

متن کامل

A review on the role of inositol in aquaculture

Inositol is usually classified as an essential vitamin for most animals, and is recognised as a part of the B-complex vitamins. Among all other inositol isomer forms, myo-inositol possesses biological activity. It is found in the brain, skeletal, heart, and main reproductive tissues and exists as a structural component of phosphatidylinositol in biological cell membranes. Myo-inositol, also act...

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:
  • Chemical communications

دوره 49 67  شماره 

صفحات  -

تاریخ انتشار 2013