700864-01-3

Upstream product

• 700863-99-6 3,4-di-O-allyl-1,6-di-O-benzoyl-2,5-di-O-benzyl-D-chiro-inositol 
• 701272-07-3 3,4-di-O-allyl-1,2:5,6-di-O-isopropylidene-D-chiro-inositol 
• 700863-94-1 3,4-di-O-allyl-D-chiro-inositol 
• 40617-60-5 1,2:5,6-bis-O-(1-methylethylidene)-D-chiro-inositol 
• 110550-25-9 3,4-di-O-allyl-2,5-di-O-benzyl-D-chiro-inositol 
• 100-39-0 benzyl bromide 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 700864-00-2 1,6-di-O-benzoyl-2,5-di-O-benzyl-D-chiro-inositol 

Downstream Products

• 700864-04-6 N-benzyl-3,6-di-O-benzyl-4,5-bis-O-(tert-butyldimethylsilyl)-L-ido-3,4,5,6-tetrahydoxyazepane 
• 700864-03-5 2,5-di-O-benzyl-3,4-bis-O-(tert-butyldimethylsilyl)-L-ido-hexodialdose 
• 700863-98-5 N-benzyl-3,6-di-O-benzyl-L-ido-3,4,5,6-tetrahydroxyazepane 
• 700864-02-4 2,5-di-O-benzyl-3,4-bis-O-(tert-butyldimethylsilyl)-D-chiro-inositol 

Relevant academic research and scientific papers

Conformation inversion of an inositol derivative by use of silyl ethers: A modified route to 3,6-di-O-substituted-L-ido-tetrahydroxyazepane derivatives

The tans-diequatorial 3,4-diol of 2,5-di-O-benzyl-D-chiro-inositol cleaved selectively with the periodate ion in the presence of the trans-diaxial 1,6-diol to give a dialdehyde (dialdose) from which 3,6-di-O-benzyl-D- mannotetrahydroxyazepane (1) was made. The trans-diaxial 1,6-diol of 3,4-di-O-allyl-2,5-di-O-benzyl-D-chiro-inositol was not cleaved satisfactorily by periodate, but replacement of the allyl substituents with tert-butyldimethylsilyl groups caused conformational inversion of the inositol ring, and the resulting trans-diequatorial 1,6-diol cleaved efficiently to give a dialdehyde from which 3,6-di-O-benzyl-L-tdo-tetrahydroxyazepane (2) can be prepared.