benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

Base Information

Chemical Name:benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside
CAS No.:97523-50-7
Molecular Formula:C₆₈H₅₅NO₁₈
Molecular Weight:1174.18
Hs Code.:

Synonyms:benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

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Chemical Property of benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

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Technology Process of benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

There total 6 articles about benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside 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%

: 97523-39-2
3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-D-arabino-hexopyranosyl bromide

: 100-51-6,185532-71-2
benzyl alcohol

: 97523-50-7
benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

Guidance literature:: With 3 A molecular sieve; iodine; silver carbonate; In 1,4-dioxane; for 48h; Ambient temperature;
DOI:10.1021/jo00219a017

Reference yield:

: 61198-91-2
2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl bromide

: 97523-50-7
benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaI, 2.) diethylamine / 1.) acetone, RT, 15 min, 2.) RT, 16 h

2: 89 percent / hydroxylamine hydrochloride, pyridine / 20 h / 70 °C

3: 90 percent / pyridine / 4 h / Ambient temperature

4: 93 percent / N-bromosuccinimide / CCl₄ / 0.5 h / Heating; Irradiation

5: 82 percent / silver carbonate, iodine, 3A sieves / dioxane / 48 h / Ambient temperature

With pyridine; N-Bromosuccinimide; 3 A molecular sieve; hydroxylamine hydrochloride; iodine; diethylamine; silver carbonate; sodium iodide; In 1,4-dioxane; tetrachloromethane;
DOI:10.1021/jo00219a017

Reference yield:

: 87760-36-9
2,3,6-tri-O-benzoyl-4-O-(2,3,4,5-tetra-O-benzoyl-β-D-galactopyranosyl)-1,5-anhydro-D-arabino-hex-1-enitol

: 97523-50-7
benzyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / hydroxylamine hydrochloride, pyridine / 20 h / 70 °C

2: 90 percent / pyridine / 4 h / Ambient temperature

3: 93 percent / N-bromosuccinimide / CCl₄ / 0.5 h / Heating; Irradiation

4: 82 percent / silver carbonate, iodine, 3A sieves / dioxane / 48 h / Ambient temperature

With pyridine; N-Bromosuccinimide; 3 A molecular sieve; hydroxylamine hydrochloride; iodine; silver carbonate; In 1,4-dioxane; tetrachloromethane;
DOI:10.1021/jo00219a017