methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside
CAS No.:197657-38-8
Molecular Formula:C₄₂H₄₄O₁₂
Molecular Weight:740.804
Hs Code.:

Synonyms:methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

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Chemical Property of methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

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Technology Process of methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

There total 12 articles about methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside 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: 84.0%

: 98-88-4
benzoyl chloride

: 197657-41-3
methyl 2-O-benzyl-3-O-(3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

: 197657-38-8
methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 12h;

Reference yield:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 197657-37-7
methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

: 197657-38-8
methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
D-Fucose

: 197657-38-8
methyl 2-O-benzyl-4-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-methyl-β-D-fucopyranosyl)-β-D-quinovopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / Py / CH₂Cl₂ / 20 °C

2: HBr / CHCl₃

3: 1.) Hg(CN)2, HgBr₂, molecular sieves 4 Angstroem / 1.) CH₃CN, 20 deg C, 45 min, 2.) CH₃CN, 1 h

4: 91 percent / MeONa, MeOH / CH₂Cl₂ / 20 h / 20 °C

5: 1.) Bu₂SnO, 2.) tetrabutylammonium bromide / 1.) toluene, reflux, 2.) toluene, 55 deg C, 36 h

6: pyridine / CH₂Cl₂ / 20 h / 20 °C

7: aq. cerium(IV) ammonium nitrate / acetonitrile / 0.33 h / 20 °C

8: BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; methanol; ammonium cerium(IV) nitrate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen bromide; sodium methylate; mercury(II) cyanide; di(n-butyl)tin oxide; mercury dibromide; In dichloromethane; chloroform; acetonitrile;