allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside

Base Information

Chemical Name:allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside
CAS No.:171614-58-7
Molecular Formula:C₅₆H₆₆O₁₅
Molecular Weight:979.131
Hs Code.:

Synonyms:allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside

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Chemical Property of allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside

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Technology Process of allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside

There total 19 articles about allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-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: 91.0%

: 171614-57-6
Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-tetrahydro-pyran-3-yl ester

: 171614-58-7
allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1021/jo00125a005 DOI:10.1016/0040-4039(96)00177-3

Reference yield: 91.0%

: allyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α,β-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside

: 171614-58-7
allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside

Guidance literature:: With potassium carbonate; In methanol;
DOI:10.1016/S0040-4020(97)01024-7

Reference yield:

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

: 171614-58-7
allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 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: 85 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂

8: 77 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 3.5 h / 0 °C

9: 90 percent / silver triflate; dibutyltin dichloride; 2,6-di-tert-butyl-4-methylpyridine / toluene / 0.25 h / 0 °C

10: 91 percent / potassium carbonate / methanol

With triethylsilane; 2,6-di-tert-butyl-4-methylpyridine; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; thionyl diimidazole; dibutyltin chloride; sodium methylate; silver trifluoromethanesulfonate; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; trifluoroacetic acid; osmium(VIII) oxide; ytterbium(III) triflate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 1: Oxidation / 2: Cyclization / 3: glycosylation / 4: Etherification / 5: methanolysis / 6: Cyclization / 7: Schmidt glycosylation / 8: Ring cleavage / 9: glycosylation / 10: Deacetylation;
DOI:10.1016/S0040-4020(97)01024-7