allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside
CAS No.:200003-54-9
Molecular Formula:C₄₃H₅₀O₁₀
Molecular Weight:726.864
Hs Code.:

Synonyms:allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside

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Chemical Property of allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside

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Technology Process of allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside

There total 9 articles about allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-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: 82.0%

: 200003-52-7
allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-4,6-O-benzylidene)-β-D-glucopyranoside

: 200003-54-9
allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In methanol; chloroform; at 20 ℃; for 24h;
DOI:10.1016/S0040-4020(97)01024-7

Reference yield: 67.0%

: 200003-37-8
allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3[2-O-benzyl-4,6-O-(4-methoxy)benzylidene]-β-D-glucopyranoside

: 200003-54-9
allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside

: allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3[2-O-benzyl-4-O-(4-methoxy)benzyl]-β-D-glucopyranoside

: 200003-53-8
allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3[2-O-benzyl-6-O-(4-methoxy)benzyl]-β-D-glucopyranoside

Guidance literature:: With aluminium trichloride; 4 A molecular sieve; trimethylamine borane; In tetrahydrofuran; at 0 - 20 ℃; for 4.2h;
DOI:10.1016/S0040-4020(97)01024-7

Reference yield:

: 13322-90-2
3,4,6-tri-O-benzoyl-D-glucal

: 200003-54-9
allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / 4-methylmorpholine N-oxide / osmium tetraoxide / acetone; H₂O; 2-methyl-propan-2-ol / 120 h

2: 88 percent / thionyl diimidazole / tetrahydrofuran / 0.33 h / -20 °C

3: 76 percent / 3 Angstroem molecular sieves / ytterbium(III) triflate / toluene / 12 h / 100 °C

4: 95 percent / trifluoromethane sulfonic acid / CH₂Cl₂; cyclohexane / 4 h / 20 °C

5: 91 percent / sodium methoxide / methanol / 12 h

6: 77 percent / p-toluenesulfonic acid / dimethylformamide / 17 h / 50 °C / reduced pressure

7: 76 percent / dibutyltin dichloride; 2,6-di-tert-butyl-4-methylpyridine; silver triflate / toluene / 0.25 h / 20 °C

8: 82 percent / p-toluenesulfonic acid monohydrate / CHCl₃; methanol / 24 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; trifluorormethanesulfonic acid; 3 A molecular sieve; thionyl diimidazole; dibutyltin chloride; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; osmium(VIII) oxide; ytterbium(III) triflate; In tetrahydrofuran; methanol; dichloromethane; chloroform; cyclohexane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 1: Oxidation / 2: Cyclization / 3: glycosylation / 4: Etherification / 5: methanolysis / 6: Cyclization / 7: glycosylation / 8: solvolysis;
DOI:10.1016/S0040-4020(97)01024-7