Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside
CAS No.:141263-19-6
Molecular Formula:C₆₅H₇₆O₂₀
Molecular Weight:1177.31
Hs Code.:

Synonyms:Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside

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Chemical Property of Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside

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Technology Process of Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside

There total 6 articles about Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside 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: 90.0%

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 141263-18-5
Methyl 3-O-allyl-6-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside

: 141263-19-6
Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -30 - -10 ℃;
DOI:10.1016/S0008-6215(00)90498-1

Reference yield:

: 74666-83-4,105990-37-2,125354-46-3,125354-47-4,125411-99-6,108739-67-9
1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

: 141263-19-6
Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / methyl triflate, molecular sieves (4 Angstroem) / diethyl ether / 18 h

2: 1) BH₃*Et₃N, molecular sieves (4 Angstroem), 2) AlCl₃ / 1) THF, 1 h, 2) r.t., 16 h

3: 90 percent / trimethylsilyl triflate, molecular sieves (4 Angstroem) / CH₂Cl₂ / -30 - -10 °C

With aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; triethylamine-borane; 4 A molecular sieve; methyl trifluoromethanesulfonate; In diethyl ether; dichloromethane;
DOI:10.1016/S0008-6215(00)90498-1

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 141263-19-6
Methyl 3-O-allyl-6-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / p-toluene sulfonic acid / dimethylformamide / 0.5 h

2: 56 percent / methyl triflate, molecular sieves (4 Angstroem) / diethyl ether / 18 h

3: 1) BH₃*Et₃N, molecular sieves (4 Angstroem), 2) AlCl₃ / 1) THF, 1 h, 2) r.t., 16 h

4: 90 percent / trimethylsilyl triflate, molecular sieves (4 Angstroem) / CH₂Cl₂ / -30 - -10 °C

With aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; triethylamine-borane; 4 A molecular sieve; toluene-4-sulfonic acid; methyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90498-1