methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-D-glucopyranoside
• CAS No.: 1198587-52-8
• Molecular Formula: C₂₆H₃₀O₉S
• Molecular Weight: 518.585

Synonyms:methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-D-glucopyranoside

Chemical Property of methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-D-glucopyranoside

There total 2 articles about methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-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:

methyl 2-O-benzyl-3,4-dideoxy-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-6-O-mesyl-α-D-glucopyranoside (1198587-51-7) → methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-D-glucopyranoside (1198587-52-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.200900553

Reference yield:

methyl 2-O-benzyl-3,4-dideoxy-4-(4-methylphenyl)sulfonyl-6-O-mesyl-α-D-erythro-hex-3-enopyranoside (1198587-40-4) + malonic acid dimethyl ester (108-59-8) → methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-D-glucopyranoside (1198587-52-8) + methyl 2-O-benzyl-3,4-dideoxy-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-6-O-mesyl-α-D-glucopyranoside (1198587-51-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.200900553

Reference yield: 67.0%

methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-3,4,6-trideoxy-α-D-glucopyranoside (1198587-52-8) → methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-3,4,6-trideoxy-α-D-glucopyranoside (1198587-53-9)

Guidance literature:

With sodium amalgam; In methanol; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.200900553

upstream raw materials:

methyl 2-O-benzyl-3,4-dideoxy-4-(4-methylphenyl)sulfonyl-6-O-mesyl-α-D-erythro-hex-3-enopyranoside

malonic acid dimethyl ester

methyl 2-O-benzyl-3,4-dideoxy-3-C-bis(methoxycarbonyl)methyl-4-(4-methylphenyl)sulfonyl-6-O-mesyl-α-D-glucopyranoside

Downstream raw materials:

methyl 2-O-benzyl-4,6-cyclo-3-C-bis(methoxycarbonyl)methyl-3,4,6-trideoxy-α-D-glucopyranoside

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