allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Base Information

Chemical Name:allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside
CAS No.:107802-81-3
Molecular Formula:C₆₅H₇₁NO₂₀
Molecular Weight:1186.27
Hs Code.:

allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Synonyms:allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

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Chemical Property of allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

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Technology Process of allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

There total 9 articles about allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-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: 76.8%

: 107802-77-7
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

: 107802-80-2,151123-69-2
methyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

: 107802-81-3
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Guidance literature:: With methyl trifluoromethanesulfonate; In diethyl ether; for 16h; 4 Angstroem molecular sieves;
DOI:10.1016/0008-6215(87)80279-3

Reference yield:

: 100-39-0
benzyl bromide

: 107802-81-3
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / 1. (Bu₃Sn)2O 2. Bu₄NBr / toluene / 1. 4 h reflux, 2. 16h at 100 deg C

2: 33 percent / BF_3.etherate / 1,2-dichloro-ethane / 4 h / -23 °C / 4 Angstroem molecular sieves

3: 76.8 percent / MeOSO₂CF₃ / diethyl ether / 16 h / 4 Angstroem molecular sieves

With boron trifluoride diethyl etherate; tetrabutylammomium bromide; bis(tri-n-butyltin)oxide; methyl trifluoromethanesulfonate; In diethyl ether; 1,2-dichloro-ethane; toluene;
DOI:10.1016/0008-6215(87)80279-3

Reference yield:

: 114853-29-1
allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 107802-81-3
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 88.5 percent / TsOH_.H₂O / dimethylformamide / 6 h / 60 °C

2: 69.3 percent / BH_3.NMe₃, AlCl₃ / tetrahydrofuran / 3 h / 20 °C

3: 33 percent / BF_3.etherate / 1,2-dichloro-ethane / 4 h / -23 °C / 4 Angstroem molecular sieves

4: 76.8 percent / MeOSO₂CF₃ / diethyl ether / 16 h / 4 Angstroem molecular sieves

With aluminium trichloride; trimethylamine-borane; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80279-3