Summary: The synthesis of 3‐mono‐ O ‐(3′‐hydroxypropyl) cellulose via 3‐mono‐ O ‐allyl‐2,6‐di‐ O ‐thexyldimethylsilyl cellulose was studied. Conversion of the double bond with 9‐borabicyclo[3.3.1]nonane and subsequent alkaline oxidation lead to the 3′‐hydroxypropyl group. Finally, the treatment with tetrabutylammonium fluoride trihydrate yields the complete cleavage of the protecting groups. The structure of the polymer was confirmed by one‐ and two dimensional NMR spectroscopic techniques. 3‐mono‐ O ‐(3′‐hydroxypropyl) cellulose is soluble in water and aprotic‐dipolar organic media.
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Schumann et al. (2009) studied this question.
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