1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol

Base Information

• Chemical Name: 1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol
• CAS No.: 275812-72-1
• Molecular Formula: C₂₀H₃₁NO₉S₂
• Molecular Weight: 493.599

Synonyms:1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol

Chemical Property of 1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol

Chemical Property:

Purity/Quality:

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Technology Process of 1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol

There total 3 articles about 1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol 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: 92.0%

methanesulfonyl chloride (124-63-0) + 1-amino-1-deoxy-3,4;5,6-di-O-isopropylidene-D-glucitol p-toluenesulfonate → 1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol (275812-72-1)

Guidance literature:

1-amino-1-deoxy-3,4;5,6-di-O-isopropylidene-D-glucitol p-toluenesulfonate; With triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 0.5h;

methanesulfonyl chloride; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(00)00130-1

Reference yield:

methanesulfonyl chloride (124-63-0) + N-[(S)-2-Hydroxy-2-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-4-methyl-benzenesulfonamide → 1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol (275812-72-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(01)00650-0

Reference yield:

1-amino-1-deoxy-3,4;5,6-di-O-isopropylidene-D-glucitol p-toluenesulfonate → 1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol (275812-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

2: 10.5 g / Et₃N / CH₂Cl₂ / 1 h / 20 °C

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)00650-0

upstream raw materials:

methanesulfonyl chloride

Downstream raw materials:

1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-(N-p-toluenesulfonyl)imino-D-mannitol

N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide

1-azido-1,2-dideoxy-3,4:5,6-di-O-isopropylidene-2-(N-p-toluenesulfonyl)amino-D-mannitol

1-O-acetyl-2-deoxy-3,4:5,6-di-O-isopropylidene-2-(N-p-toluenesulfonyl)amino-D-mannitol

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