108342-85-4

Usage

Uses

Used in Organic Synthesis:
BETA-D-GALACTOSE PENTAPIVALATE 98 is used as a key intermediate in organic synthesis for its ability to provide a stable and reactive platform for the creation of diverse chemical structures. Its pivaloyl groups can be selectively removed or modified, allowing for the development of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BETA-D-GALACTOSE PENTAPIVALATE 98 is utilized as a building block for the synthesis of various drugs. Its unique structure allows for the attachment of different functional groups, which can enhance the pharmacological properties of the resulting compounds, such as solubility, stability, and bioavailability.
Used in Research and Development:
BETA-D-GALACTOSE PENTAPIVALATE 98 is also employed in research and development settings as a model compound for studying the reactivity and properties of pivaloyl-protected sugars. This helps in understanding the behavior of similar compounds and contributes to the advancement of synthetic methodologies and the discovery of new chemical entities.
Safety Considerations:
It is crucial to handle BETA-D-GALACTOSE PENTAPIVALATE 98 with care, adhering to proper safety protocols when working with it in a laboratory or industrial environment. This ensures the safety of personnel and the integrity of the chemical processes involved.

InChI:InChI=1/C31H52O11/c1-27(2,3)22(32)37-16-17-18(39-23(33)28(4,5)6)19(40-24(34)29(7,8)9)20(41-25(35)30(10,11)12)21(38-17)42-26(36)31(13,14)15/h17-21H,16H2,1-15H3/t17-,18+,19+,20-,21+/m1/s1

Upstream product

• 10257-28-0 D-Galactose 
• 3282-30-2 pivaloyl chloride 
• 59-23-4 D-Galactose 
• 7296-64-2 β-D-galactopyranoside 

Downstream Products

• 133578-30-0 N-(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)-D-phenylglycinotrile 
• 133578-30-0 N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-D-phenylglycinotrile 
• 133646-15-8 N-(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)-D-tert-leucinonitrile 
• 108342-92-3 N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-D-tert-leucinonitrile 
• 133578-31-1 4-methoxy-N-(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)-D-phenylglycinotrile 
• 133578-31-1 4-methoxy-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-D-phenylglycinotrile 
• 133646-16-9 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)-D-phenylglycinotrile 
• 108365-46-4 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-D-phenylglycinotrile 
• 108365-45-3 4-fluoro-N-(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)-D-phenylglycinotrile 
• 108365-45-3 4-fluoro-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-D-phenylglycinotrile 
• 133646-17-0 3-chloro-N-(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)-D-phenylglycinotrile 
• 120029-99-4 3-chloro-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-D-phenylglycinotrile 
• 135968-95-5 2-nitro-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine 
• 108342-88-7 2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-2-[((R)-cyano-p-tolyl-methyl)-amino]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester 

Relevant academic research and scientific papers

Synthesis of a cisplatin derivative from lithocholic acid

A new steroidal-platinum(II) hybrid compound was synthesized using a simple and efficient methodology. The synthesis was performed by a convergent approach with cross metathesis (CM) as a key step. An olefin derived from lithocholic acid and a vinyl substituted ethylenediamine derived from L-serine were used as chiral building blocks, which were combined in the CM step. The most important advantage of this method was the utilization of L-serine as a cheap, stereoisomerically pure substrate. A steroid with a diamino system in the side chain was subjected to reaction with potassium tetrachloroplatinate to obtain the target platinum(II) complex. Attempts to synthesize similar diamine systems using the asymmetric Strecker reaction were unsuccessful.

Regioselective glycosylation of fully unprotected methyl hexopyranosides by means of transient masking of hydroxy groups with arylboronic acids

Facile, one-pot synthesis was developed for several β(1→2)-, β(1→3)- or β(1→4)-linked disaccharides from fully unprotected methyl hexopyranosides according to the molecular recognition by arylboronic acids. The methodology was successfully applied to faci

Synthesis and utilization of saccharide intermediates

A new method has been developed for preparation of partially pivaloylated saccharides in one step from readily available starting materials. These intermediates were used in the synthesis of disaccharides and a glucosteroid. A new method has been developed for preparation of partially pivaloylated saccharides in one step from readily available starting materials. These intermediates were used in the synthesis of disaccharides and a glucosteroid.

Carbohydrates as Chiral Templates: Stereoselective Strecker Synthesis of D-α-Amino Nitriles and Acids Using O-Pivaloylated D-Galactosylamine as the Auxiliary

The asymmetric synthesis of N-galactosyl D-α-amino nitriles is accomplished by application of 2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosylamine (4) as the stereodifferentiating template in Strecker reactions.Aldimines 6 derived from 4 and aromatic or ali