methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside

Base Information

Chemical Name:methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside
CAS No.:85230-83-7
Molecular Formula:C₂₀H₂₈O₆
Molecular Weight:364.439
Hs Code.:

Synonyms:methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside

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Chemical Property of methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside

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Technology Process of methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside

There total 9 articles about methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside 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: 76.0%

: 85230-82-6
methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-erythro-hexopyranosyl)-β-L-lyxo-hexopyranoside

: 85230-83-7
methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside

Guidance literature:: With dipyridinium dichromate; 3 A molecular sieve; In ethanol; dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(83)88215-9

Reference yield:

: 62346-15-0
methyl 2,6-dideoxy-β-L-lyxo-hexopyranoside

: 85230-83-7
methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Bu₂SnO; 2.) tetrabutylammonium iodide / 1.) benzene, reflux, 16 h; 2.) reflux, 6 h

2: 742 mg / N-iodosuccinimide / acetonitrile / 1 h / -35 °C

3: 95 percent / triethylamine, hydrogen / Pd/C / ethanol / 2 h / 760 Torr

4: 500 mg / 1 M NaOMe / methanol / 2 h / Ambient temperature

5: 76 percent / pyridinium dichromate, molecular sieves 3 Angstroem / CH₂Cl₂; ethanol / 1 h / Ambient temperature

With N-iodo-succinimide; dipyridinium dichromate; 3 A molecular sieve; hydrogen; sodium methylate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(83)88215-9

Reference yield:

: 100-39-0
benzyl bromide

: 85230-83-7
methyl-3-O-benzyl-2,6-didesoxy-4-O-(2,3,6-tridesoxy-α-L-glycero-hexopyranosyl-4-ulose)-β-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Bu₂SnO; 2.) tetrabutylammonium iodide / 1.) benzene, reflux, 16 h; 2.) reflux, 6 h

2: 742 mg / N-iodosuccinimide / acetonitrile / 1 h / -35 °C

3: 95 percent / triethylamine, hydrogen / Pd/C / ethanol / 2 h / 760 Torr

4: 500 mg / 1 M NaOMe / methanol / 2 h / Ambient temperature

5: 76 percent / pyridinium dichromate, molecular sieves 3 Angstroem / CH₂Cl₂; ethanol / 1 h / Ambient temperature

With N-iodo-succinimide; dipyridinium dichromate; 3 A molecular sieve; hydrogen; sodium methylate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(83)88215-9