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

Base Information

Chemical Name:methyl 3,6-di-O-benzoyl-2-oximino-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside
CAS No.:97523-48-3
Molecular Formula:C₅₅H₄₇NO₁₇
Molecular Weight:993.975
Hs Code.:

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

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

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

There total 7 articles about methyl 3,6-di-O-benzoyl-2-oximino-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: 77.0%

: 97523-49-4
methyl 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

: 97523-48-3
methyl 3,6-di-O-benzoyl-2-oximino-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

Guidance literature:: With hydrazine hydrate; In ethanol; water; for 2h; 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

: 97523-48-3
methyl 3,6-di-O-benzoyl-2-oximino-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 6 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: 79 percent / silver carbonate, iodine, 3A sieves / dioxane / 30 h / Ambient temperature

6: 77 percent / hydrazine hydrate / ethanol; H₂O / 2 h / Ambient temperature

With pyridine; N-Bromosuccinimide; 3 A molecular sieve; hydroxylamine hydrochloride; iodine; hydrazine hydrate; diethylamine; silver carbonate; sodium iodide; In 1,4-dioxane; tetrachloromethane; ethanol; water;
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

: 97523-48-3
methyl 3,6-di-O-benzoyl-2-oximino-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: 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: 79 percent / silver carbonate, iodine, 3A sieves / dioxane / 30 h / Ambient temperature

5: 77 percent / hydrazine hydrate / ethanol; H₂O / 2 h / Ambient temperature

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