3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide

Base Information

Chemical Name:3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide
CAS No.:87713-49-3
Molecular Formula:C₅₄H₄₃BrO₁₆
Molecular Weight:1027.83
Hs Code.:

Synonyms:3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide

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Chemical Property of 3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide

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Technology Process of 3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide

There total 4 articles about 3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide 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: 82.0%

: 75414-17-4
2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,5-anhydro-D-arabino-hex-1-enitol

: 87713-49-3
3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide

Guidance literature:: With methanol; N-Bromosuccinimide; In dichloromethane; at 25 ℃; for 0.5h;

Reference yield:

: C₅₄H₄₄O₁₆

: 87713-49-3
3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide

Guidance literature:: With N-Bromosuccinimide; In dichloromethane; for 0.5h; Yield given; Ambient temperature;
DOI:10.1021/jo00219a017

Reference yield:

: 4710-82-1
2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1→4)-(1,2,3,6-tetra-O-benzoyl)-β-D-glucopyranose

: 87713-49-3
3,6-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-arabino-hexopyranos-2-ulosyl bromide

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / HBr(gas) / 1,2-dichloro-ethane; acetic acid / 24 h / Ambient temperature

2: 89 percent / NaI, diethylamine / acetone / 16 h / Ambient temperature

3: methanol, 3A sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

4: N-bromosuccinimide / CH₂Cl₂ / 0.5 h / Ambient temperature

With methanol; N-Bromosuccinimide; 3 A molecular sieve; hydrogen bromide; diethylamine; sodium iodide; In dichloromethane; acetic acid; 1,2-dichloro-ethane; acetone;
DOI:10.1021/jo00219a017