5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: 5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS No.: 273384-12-6
• Molecular Formula: C₃₆H₄₁NO₁₀
• Molecular Weight: 647.722

Synonyms:5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property of 5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property:

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Technology Process of 5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 1 articles about 5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-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: 63.0%

5-methoxycarbonylpentyl 2-deoxy-2-phthalimido-3-O-benzyl-4,6-O-p-methoxybenzylidene-β-D-glucopyranoside → 5-methoxycarbonylpentyl 3-O-benzyl-4-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (273384-12-6)

Guidance literature:

With chloro-trimethyl-silane; 3 A molecular sieve; sodium cyanoborohydride; In acetonitrile; at 20 ℃; for 32h;

DOI:10.1021/jo991558w

Reference yield: 68.0%

p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (211678-08-9) + p-methylphenyl 2-O-benzoyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (220645-49-8) + 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-benzoyl-3-O-p-methoxybenzyl-4-O-levulinyl-6-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside + 5-methoxycarbonylpentyl 2-deoxy-2-phthalimido-3-O-benzyl-4-O-p-methoxybenzyl-6-O-[2-O-benzoyl-3-O-p-methoxybenzyl-4-O-levulinyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:

p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside; p-methylphenyl 2-O-benzoyl-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

Reference yield: 65.0%

p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside (211801-54-6,807361-40-6) + p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (220645-56-7) + 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-benzoyl-3-O-p-methoxybenzyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-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-benzoyl-3-O-p-methoxybenzyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-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-benzoyl-3-O-p-methoxybenzyl-4-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-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 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-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

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