3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose

Base Information

Chemical Name:3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose
CAS No.:108788-46-1
Molecular Formula:C₁₇H₂₂O₆
Molecular Weight:322.358
Hs Code.:

Synonyms:3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose

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Chemical Property of 3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose

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Technology Process of 3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose

There total 4 articles about 3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 195519-71-2
3-O-benzyl-5,6-dideoxy-1,2-dideoxy-1,2-O-isopropylidene-α-D-xylohept-5-eno-1,4-furanose

: 108788-46-1
3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose

: 108788-47-2
3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-α-D-glycero-L-ido-hepto-1,4-furanose

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-tartaric acid; In dichloromethane; at -20 ℃; for 0.333333h; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tetasy.2010.01.007

Reference yield: 49.0%

: 108182-63-4
(E)-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-eno-1,4-furanose

: 108788-46-1
3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose

: 108788-47-2
3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-α-D-glycero-L-ido-hepto-1,4-furanose

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1248/cpb.34.3102

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 108788-46-1
3-O-benzyl-5,6-anhydro-1,2-O-isopropylidene-β-L-glycero-D-gluco-hepto-1,4-furanose

Guidance literature:: Multi-step reaction with 3 steps

1: 43 percent / benzene / 38 h / Ambient temperature

2: 66 percent / diisobutylaluminium hydride / hexane; toluene / 3 h / Ambient temperature

3: 27 percent / m-chloroperbezoic acid / CH₂Cl₂ / 16 h / Ambient temperature

With diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; toluene; benzene;
DOI:10.1248/cpb.34.3102