2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal

Base Information

Chemical Name:2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal
CAS No.:275812-93-6
Molecular Formula:C₂₃H₃₅NO₆S₃
Molecular Weight:517.732
Hs Code.:

Synonyms:2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal

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Chemical Property of 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal

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Technology Process of 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal

There total 4 articles about 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal 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%

: 505-23-7
1,3 dithiane

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

: 275812-93-6
2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at 0 - 20 ℃; for 21.5h;
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

: 275812-93-6
2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

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

3: 79 percent / NaH / tetrahydrofuran / 1 h / 20 °C

4: 90 percent / BuLi / tetrahydrofuran / 21.5 h / 0 - 20 °C

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

Reference yield:

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

: 275812-93-6
2,3-dideoxy-4,5:6,7-di-O-isopropylidene-3-(N-p-toluenesulfonyl)amino-D-manno-heptose propane-1,3-diyldithioacetal

Guidance literature:: Multi-step reaction with 2 steps

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

2: 90 percent / BuLi / tetrahydrofuran / 21.5 h / 0 - 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)00650-0