p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside
• CAS No.: 220645-57-8
• Molecular Formula: C₄₂H₅₀O₈SSi
• Molecular Weight: 743.006
• Mol file: 220645-57-8.mol

Synonyms:p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Chemical Property of p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

There total 1 articles about p-methylphenyl 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: 100.0%

p-methylphenyl 2-O-chloroacetyl-3-O-p-methoxybenzyl-4-O-levulinyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside (211801-72-8) → p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (220645-57-8)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; methanol; at 60 ℃; for 6h;

DOI:10.1021/ja982232s

Reference yield: 100.0%

benzoyl chloride (98-88-4) + p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (220645-57-8) → p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (220645-48-7)

Guidance literature:

With pyridine;

DOI:10.1021/ja982232s

Reference yield: 33.0%

p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside (211801-54-6,807361-40-6) + p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (220645-57-8) + 5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (273384-12-6) → 5-methoxycarbonylpentyl 2-deoxy-2-phthalimido-3-O-benzyl-4-O-p-methoxybenzyl-6-O-[2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-p-methoxybenzyl-4-O-levulinyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranosyl]-β-D-glucopyranoside + 5-methoxycarbonylpentyl 2-deoxy-2-phthalimido-3-O-benzyl-4-O-p-methoxybenzyl-6-O-[2-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-3-O-p-methoxybenzyl-4-O-levulinyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl]-β-D-glucopyranoside + 5-methoxycarbonylpentyl 2-deoxy-2-phthalimido-3-O-benzyl-4-O-p-methoxybenzyl-6-O-[2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-p-methoxybenzyl-4-O-levulinyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:

p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside; p-methylphenyl 6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside; With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In diethyl ether; dichloromethane; at -20 ℃; for 0.25h;

5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside; With N-iodo-succinimide; trifluorormethanesulfonic acid; In diethyl ether; dichloromethane; at -20 ℃; for 0.5h; Further stages.;

DOI:10.1021/jo991558w

upstream raw materials:

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

Downstream raw materials:

p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

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

p-methylphenyl 2-O-benzoyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-1-thio-β-D-galactopyranoside