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Industrial Research And Consultancy Centre
Patent
A Method For Synthesis Of 6-Deoxy-L-Idoside From L-Rhamnose
Problem Statement

The commercial availability of 6-deoxy-L-sugars is limited, with only L-rhamnose and L-fucose readily accessible. The current methods for synthesizing rare sugars like 6-deoxy-L-idoside are complex, inefficient, and involve multiple protection and deprotection steps, resulting in low yields and high production costs.

Abstract

This invention presents a novel and efficient process for synthesizing 6-deoxy-L-idoside from L-Rhamnose. The process involves a series of regioselective protections, triflation, and nucleophilic displacement reactions to transform L-rhamnose into valuable 6-deoxy-L-sugar derivatives like 6-deoxy-L-idoside.

Uniqueness of the Solution
  • Regioselective protection of hydroxyl groups in L-Rhamnose 
  • Triflation and nitrite anion-mediated inversion techniques 
  • Cascade inversions for the synthesis of 6-deoxy-L-hexoses 
  • Streamlined synthesis process for 6-deoxy-L-hexoses 
  • Utilizes inexpensive and readily available L-rhamnose 
  • Improves overall yield and efficiency compared to existing methods 
  • Cost-effective production suitable for industrial applications
Prototype Details

The prototype involves a step-by-step synthesis process starting from L-Rhamnose, employing selective protection, triflation, and inversion reactions to produce 6-deoxy-L-idoside in higher yields.

Current Status of Technology

The process has been successfully developed and demonstrated at the laboratory scale, with potential for scaling up for industrial production.

Technology readiness level

4

Societal Impact

This technology reduces production costs and increases the availability of rare sugars, leading to more affordable pharmaceuticals, and greatly impacting the biotechnology industries, thereby improving public health and contributing to economic growth.

Relevant Industries, Domains and Applications

Pharmaceuticals, Biotechnology, Food and Nutrition, Chemical Manufacturing, Organic Chemistry Research

Applications or Domain
  • Pharmaceutical industry for the synthesis of glycopeptides and antibiotics. 
  • Biotechnology for producing oligosaccharides and terpene glycosides. 
  • Research and development in organic chemistry and carbohydrate synthesis.

Geography of IP

Type of IP

Application Number

202122003638

Filing Date
Grant Number

394313

Grant Date
Assignee(s)
Indian Institute of Technology Bombay
**This IP is owned by IIT Bombay**