benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:127138-45-8
Molecular Formula:C₄₅H₅₀O₁₃
Molecular Weight:798.884
Hs Code.:

Synonyms:benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 10 articles about benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 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: 75.0%

: 67831-42-9
benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 3068-31-3
1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose

: 127138-45-8
benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; 1.) -70 deg C 2.) 0 deg C, 4 h 3.) r.t., 10 h;

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 127138-45-8
benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / HBr / CH₂Cl₂; acetic acid / 3 h / 0 °C

2: 79 percent / HgO (yellow), HgBr₂, drierite / CH₂Cl₂ / 16 h / Ambient temperature

3: 89 percent / 0.02 M NaOCH₃ / methanol / 12 h / Ambient temperature

4: 75 percent / zinc chloride / 48 h

5: 1) KOH / 1.) DMF, cooling 2.) up to r.t., 3 h

6: 90 percent / hydrogen chloride, sodium cyanoborohydride / molecular sieves (3 Angstroem) / diethyl ether; tetrahydrofuran / 0.25 h / Ambient temperature

7: 75 percent / 1) tetramethylurea/silver trifluoromethanesulphonate / CH₂Cl₂ / 1.) -70 deg C 2.) 0 deg C, 4 h 3.) r.t., 10 h

With hydrogenchloride; calcium sulfate; potassium hydroxide; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; sodium cyanoborohydride; tetramethylurea; mercury dibromide; mercury(II) oxide; zinc(II) chloride; 3 A molecular sieve; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid;

Reference yield:

: 58006-32-9
benzyl 4,6-O-benzylidene-β-D-glucopyranoside

: 127138-45-8
benzyl 4-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1) KOH / 1.) DMF, cooling 2.) up to r.t., 3 h

2: 90 percent / hydrogen chloride, sodium cyanoborohydride / molecular sieves (3 Angstroem) / diethyl ether; tetrahydrofuran / 0.25 h / Ambient temperature

3: 75 percent / 1) tetramethylurea/silver trifluoromethanesulphonate / CH₂Cl₂ / 1.) -70 deg C 2.) 0 deg C, 4 h 3.) r.t., 10 h

With hydrogenchloride; potassium hydroxide; silver trifluoromethanesulfonate; sodium cyanoborohydride; tetramethylurea; 3 A molecular sieve; In tetrahydrofuran; diethyl ether; dichloromethane;