p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside
CAS No.:220645-52-3
Molecular Formula:C₆₉H₇₈O₁₂SSi
Molecular Weight:1159.52
Hs Code.:

p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Synonyms:p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

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Chemical Property of p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

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Technology Process of p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

There total 5 articles about p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-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:

: 100-39-0
benzyl bromide

: 220645-52-3
p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: NaH / dimethylformamide

2: 1.) 4 Angstroem molecular sieves, NIS, 2.) TfOH / 1.) CH₂Cl₂, -20 deg C, 20 min, 2.) CH₂Cl₂, Et₂O, -20 deg C, 20 min

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/ja982232s

Reference yield:

: 153658-86-7
(2S,3R,4R,5S,6R)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 220645-52-3
p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaOMe, MeOH

2: NaH / dimethylformamide

3: 1.) 4 Angstroem molecular sieves, NIS, 2.) TfOH / 1.) CH₂Cl₂, -20 deg C, 20 min, 2.) CH₂Cl₂, Et₂O, -20 deg C, 20 min

With methanol; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/ja982232s

Reference yield:

: 211801-72-8
p-methylphenyl 2-O-chloroacetyl-3-O-p-methoxybenzyl-4-O-levulinyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 220645-52-3
p-methylphenyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / aq. NaHCO₃ / tetrahydrofuran; methanol / 6 h / 60 °C

2: 1.) 4 Angstroem molecular sieves, NIS, 2.) TfOH / 1.) CH₂Cl₂, -20 deg C, 20 min, 2.) CH₂Cl₂, Et₂O, -20 deg C, 20 min

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydrogencarbonate; In tetrahydrofuran; methanol;
DOI:10.1021/ja982232s