Practical One Pot Synthesis of 2,3–O–Isopropylidene–D–Glyceraldehyde: High Atom Economy, Yield and Recycling of the Starting Materials and Solvents

Salman Mukarram; Hemant V. Chavan; Imtiyaz Khan; Babasaheb P. Bandgar

Volume : IV, Issue : II, February - 2014

Practical One Pot Synthesis of 2,3–O–Isopropylidene–D–Glyceraldehyde: High Atom Economy, Yield and Recycling of the Starting Materials and Solvents

Salman Mukarram, Hemant V. Chavan, Imtiyaz Khan, Babasaheb P. Bandgar

Abstract :

A practical and efficient protocol is developed for the synthesis of 2,3-O-isopropylidene-D-glyceraldehyde as a key raw material for the synthesis of gemcitabine hydrochloride. Our observations on differences in solubility based on the structure of the molecules lead us to recycling of the byproducts making the process highly atom efficient. Simple work up enables telescoping of the steps that makes the procedure high yielding and readily adaptable at industrial scale.