4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

Base Information

Chemical Name:4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol
CAS No.:470456-75-8
Molecular Formula:C₃₀H₃₇Br₂N₃O₁₁S
Molecular Weight:807.511
Hs Code.:

4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

Synonyms:4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

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Chemical Property of 4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

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Technology Process of 4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

There total 2 articles about 4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol 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: 70.0%

: Acetic acid (2S,3S,4S)-3-azido-6-benzenesulfinyl-2-methyl-tetrahydro-pyran-4-yl ester

: 470456-74-7
4-O-acetyl-3-O-(4-O-acetyl-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl)-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

: 470456-75-8
4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethanesulfonic acid anhydride; In various solvent(s); at -78 - -65 ℃; for 0.166667h;
DOI:10.1071/CH01199

Reference yield:

: Acetic acid (2S,3S,4S,5R,6R)-6-((2S,3S,4R)-3-acetoxy-2-bromomethyl-3,4-dihydro-2H-pyran-4-yloxy)-2-bromomethyl-4-tert-butoxy-5-phenylsulfanyl-tetrahydro-pyran-3-yl ester

: 470456-75-8
4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N/HF / acetonitrile

2: 70 percent / 2,6-di-tert-butyl-4-methylpyridine; trifluoromethanesulfonic anhydride / various solvent(s) / 0.17 h / -78 - -65 °C

With 2,6-di-tert-butyl-4-methylpyridine; hydrogen fluoride; trifluoromethanesulfonic acid anhydride; triethylamine; In acetonitrile;
DOI:10.1071/CH01199

Reference yield:

: 470456-75-8
4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-D-arabino-hex-1-enitol

: 4-O-acetyl-3-O-[4-O-acetyl-3-O-(3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranosyl)-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranosyl]-6-bromo-2,6-dideoxy-2-thiophenyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: CH₂Cl₂ / 1 h / 0 - 20 °C

2: Ag₂CO₃; H₂O / tetrahydrofuran / 24 h

With water; silver carbonate; In tetrahydrofuran; dichloromethane;
DOI:10.1071/CH01199