226877-04-9

Usage

Type of compound

Chemical compound

Derivative of

L-altrofuranose (a sugar)

Functional groups

Four pivaloyl groups

Role of pivaloyl groups

Protection of the sugar from unwanted reactions and precise manipulation of its structure

Structure

Tetra-O-pivaloyl-α-L-altrofuranose

Usage

Building block in organic chemistry

Applications

Synthesis of various bioactive molecules and pharmaceuticals

Reactivity

Unique reactivity

Role in synthesis

Chiral building block

Upstream product

• 10257-28-0 D-Galactose 
• 226877-02-7 1,2,3,6-tetra-O-pivaloyl-α-D-galactofuranose 
• 4195-19-1 pivaloyl imidazole 
• 226877-03-8 5-trifluoromethanesulfonyloxy-5-deoxy-1,2,3,6-tetrapivaloyl-α-D-galactofuranoside 

Downstream Products

• 226877-06-1 5-azido-5-deoxy-1,2,3,6-tetrapivaloyl-α-D-galactofuranose 

Relevant academic research and scientific papers

CRYSTALLINE SUGAR COMPOSITIONS AND METHOD OF MAKING

Described are novel crystalline pivaloyl furanoses and methods of crystallizing the pivaloyl furanoses. These compounds are useful as intermediates in the synthesis of compounds such as the deoxyjirimycins and nojirimycins and are particularly useful as intermediates for production on a multi-kg scale. Particular crystalline compounds include 1,2,3,6-tetrapivaloyl-α-D-galactofuranose, 1,2,3,6- tetrapivaloyl-α-L-altrofuranose, and 5-azido-5-deoxy-l,2,3,6-tetrapivaloyl-α-D- galactofuranose.

A short and efficient synthesis of 1,5-dideoxy-1,5-imino-D-galactitol (1-deoxy-D-galactostatin) and 1,5-dideoxy-1,5-imino-L-altritol (1-deoxy-L- altrostatin) from D-galactose

A short and efficient route is described for the synthesis of 1-deoxy- D-galactostatin and 1-deoxy-L-altrostatin starting from D-galactose.