3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl bromide

Base Information

• Chemical Name: 3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl bromide
• CAS No.: 174811-12-2
• Molecular Formula: C₃₄H₂₆BrNO₉
• Molecular Weight: 672.486

Synonyms:3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl bromide

Chemical Property of 3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl bromide

Chemical Property:

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Technology Process of 3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl bromide

There total 3 articles about 3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl 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: 90.0%

1,5-anhydro-3,4,6-tri-O-benzoyl-D-tagatose O-benzoyloxime (174953-18-5) → 3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl bromide (174811-12-2)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 0.5h; Heating; Irradiation;

DOI:10.1248/cpb.44.15

Reference yield:

benzoyl chloride (98-88-4) → 3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl bromide (174811-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / pyridine / 4 h

2: 90 percent / N-bromosuccinimide / CCl₄ / 0.5 h / Heating; Irradiation

With pyridine; N-Bromosuccinimide; In tetrachloromethane;

DOI:10.1248/cpb.44.15

Reference yield:

1,5-anhydro-3,4,6-tri-O-benzoyl-D-tagatose oxime → 3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-lyxo-hexopyranosyl bromide (174811-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / pyridine / 4 h

2: 90 percent / N-bromosuccinimide / CCl₄ / 0.5 h / Heating; Irradiation

With pyridine; N-Bromosuccinimide; In tetrachloromethane;

DOI:10.1248/cpb.44.15

upstream raw materials:

1,5-anhydro-3,4,6-tri-O-benzoyl-D-tagatose O-benzoyloxime

benzoyl chloride

Downstream raw materials:

methyl 6-O-[3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-D-lyxo-hexopyranosyl]-2,3,4-tri-O-benzyl-α-D-glucopyranoside

O³-[3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-D-lyxo-hexopyranosyl]-N-benzyloxycarbonyl-L-serine benzyl ester

3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-β-lyxo-hexopyranosyl N,N-diethyldithiocarbonate

6-O-[3,4,6-tri-O-benzoyl-2-(benzoyloxyimino)-2-deoxy-α-D-lyxo-hexopyranosyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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