2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine

Base Information

• Chemical Name: 2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine
• CAS No.: 123956-70-7
• Molecular Formula: C₃₅H₃₅NO₁₂
• Molecular Weight: 661.662

Synonyms:2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine

Chemical Property of 2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine

Chemical Property:

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Technology Process of 2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine

There total 1 articles about 2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine 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: 10.0%

N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine (22435-63-8) + benzoyl chloride (98-88-4) → 2,6-di-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine (123956-72-9) + 2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine (123956-70-7) + 2,3,4,6-tetra-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine (123956-69-4) + 3,6-di-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine (123956-71-8)

Guidance literature:

In pyridine; for 24h; -15 deg C, then 0 deg C;

DOI:10.1016/0008-6215(89)84056-X

Reference yield: 97.0%

methanesulfonyl chloride (124-63-0) + 2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine (123956-70-7) → 2-[((2R,3R,4R,5R,6R)-3,4-Bis-benzoyloxy-6-benzoyloxymethyl-5-methanesulfonyloxy-tetrahydro-pyran-2-ylamino)-methylene]-malonic acid diethyl ester (173595-37-4)

Guidance literature:

With pyridine; for 24h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00404-7

Reference yield: 92.0%

2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine (123956-70-7) → 2,3,6-tri-O-benzoyl-β-D-glucopyranosylamine (123956-74-1)

Guidance literature:

With chlorine; In dichloromethane;

DOI:10.1016/0008-6215(89)84056-X

upstream raw materials:

N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine

benzoyl chloride

Downstream raw materials:

2,3,6-tri-O-benzoyl-β-D-glucopyranosylamine

2-[((2R,3R,4R,5R,6R)-3,4-Bis-benzoyloxy-6-benzoyloxymethyl-5-methanesulfonyloxy-tetrahydro-pyran-2-ylamino)-methylene]-malonic acid diethyl ester

1,4-anhydro-2,3,6-tri-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-galactopyranosylamine

(2S,3S,4R,5S)-3,4-dibenzoyloxy-2((1'S)-2'-benzoyloxy-1'-hydroxyethyl)-1-(2,2-diethoxycarbonylvinyl)-5-methoxypyrrolidine

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