1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose

Base Information

• Chemical Name: 1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose
• CAS No.: 119803-50-8
• Molecular Formula: C₃₁H₃₈O₁₈
• Molecular Weight: 698.632

Synonyms:1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose

Chemical Property of 1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose

Chemical Property:

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Technology Process of 1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose

There total 1 articles about 1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose 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: 73.0%

N-benzoyloxybenzotriazole (54769-36-7) + 1,2,3,6-tetra-O-acetyl-4-O-(2',3'-di-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (72718-62-8,81661-67-8,102281-77-6,120852-02-0,93417-43-7) → 1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose (119803-50-8)

Guidance literature:

With triethylamine; In dichloromethane; for 24h; Ambient temperature;

Reference yield: 66.0%

Acetic acid (2S,3S,4S)-3-acetoxy-2-methyl-6-(pyridin-2-ylsulfanyl)-tetrahydro-pyran-4-yl ester (116050-47-6) + 1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose (119803-50-8) → O-(3,4-di-O-acetyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1-4)-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-(1-4)-1,2,3,6-tetra-O-acetyl-β-D-glucopyranoside (140186-51-2)

Guidance literature:

With 4 A molecular sieve; methyl iodide; In dichloromethane; at 50 ℃; for 36h;

DOI:10.1016/S0040-4020(01)89016-5

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + 1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose (119803-50-8) → Benzoic acid (2R,3R,4R,5R,6R)-4,5-diacetoxy-6-((2R,3R,4S,5R,6S)-4,5,6-triacetoxy-2-acetoxymethyl-tetrahydro-pyran-3-yloxy)-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester (119803-51-9)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 0.5h; Yield given;

upstream raw materials:

N-benzoyloxybenzotriazole

1,2,3,6-tetra-O-acetyl-4-O-(2',3'-di-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Downstream raw materials:

Benzoic acid (2R,3R,4R,5R,6R)-4,5-diacetoxy-6-((2R,3R,4S,5R,6S)-4,5,6-triacetoxy-2-acetoxymethyl-tetrahydro-pyran-3-yloxy)-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

O-(3,4-di-O-acetyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1-4)-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-(1-4)-1,2,3,6-tetra-O-acetyl-β-D-glucopyranoside

C₂₄H₃₃IO₁₃S

Benzoic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester

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