145259-83-2

Upstream product

• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 

Downstream Products

• 145259-93-4 Phenyl 2,3-di-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-β-D-glucopyranoside 
• 138857-73-5 (2S,4aR,6S,7R,8S,8aR)-7,8-Bis-benzoyloxy-2-methyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester 
• 145259-97-8 (2S,4aR,6R,7R,8S,8aR)-7,8-Bis-benzoyloxy-2-methyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester 
• 252001-14-2 (1R,3S,4R,4aR,9aR)-1-Hydroxymethyl-6,6,8,8-tetraisopropyl-3-phenylsulfanyl-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol 

Relevant academic research and scientific papers

Ring conformations of D-glucose derivatives possessing two bulky silyl protecting groups at the 3,4-positions; the first observation of a stable full-axial chair conformer without bridge structures

The ring conformations of 3,4-bis-O-tert-butyldimethylsilyl- and 3,4-bis-O-tert-butyldiphenylsilyl-D-glucopyranoses as well as the corresponding phenyl 1-thio-D-glucopyranosides were investigated. Observations showed that the introduction of the two tert-butyldiphenylsilyl groups can flip the pyranose-ring into the 1C4 conformation possessing more axial substituents. All the substituents of the 3,4-bis-O-tert- butyldiphenylsilyl-β-D-glucopyranose were axially oriented.

Convenient synthesis of 4,6-O-pyruvate acetal containing glycosides via tetraisopropyldisiloxanediyl protected sugars

Treatment of alkyl D-glycopyranosides and alkyl or phenyl 1-thio-β-D-glycopyranosides 1 with 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane gave the corresponding 4,6-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl) protected glycosides 2 which were subsequen