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

Base Information

Chemical Name:1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1-C-phenyl-2-(N-p-toluenesulfonyl)amino-D-mannitol
CAS No.:275812-90-3
Molecular Formula:C₂₅H₃₃NO₆S
Molecular Weight:475.606
Hs Code.:

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

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Chemical Property of 1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1-C-phenyl-2-(N-p-toluenesulfonyl)amino-D-mannitol

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Technology Process of 1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1-C-phenyl-2-(N-p-toluenesulfonyl)amino-D-mannitol

There total 5 articles about 1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1-C-phenyl-2-(N-p-toluenesulfonyl)amino-D-mannitol 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: 95.0%

: phenylmagnesium bromide

: 275812-74-3
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-(N-p-toluenesulfonyl)imino-D-mannitol

: 275812-90-3
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1-C-phenyl-2-(N-p-toluenesulfonyl)amino-D-mannitol

Guidance literature:: With copper(l) iodide; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(00)00130-1

Reference yield: 75.0%

: 108-86-1,52753-63-6
bromobenzene

: 275812-74-3
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-(N-p-toluenesulfonyl)imino-D-mannitol

: 275812-90-3
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1-C-phenyl-2-(N-p-toluenesulfonyl)amino-D-mannitol

Guidance literature:: bromobenzene; With iodine; magnesium; In tetrahydrofuran; Heating;

1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-(N-p-toluenesulfonyl)imino-D-mannitol; With copper(l) iodide; In tetrahydrofuran; 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

: 275812-90-3
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1-C-phenyl-2-(N-p-toluenesulfonyl)amino-D-mannitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

2.1: 10.5 g / Et₃N / CH₂Cl₂ / 1 h / 20 °C

3.1: 79 percent / NaH / tetrahydrofuran / 1 h / 20 °C

4.1: Mg; I₂ / tetrahydrofuran / Heating

4.2: 75 percent / CuI / tetrahydrofuran / 1 h / 20 °C

With iodine; sodium hydride; magnesium; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)00650-0