2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

Base Information

Chemical Name:2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile
CAS No.:242129-65-3
Molecular Formula:C₁₈H₂₃NO₇S
Molecular Weight:397.449
Hs Code.:

Synonyms:2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

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Chemical Property of 2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

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Technology Process of 2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

There total 3 articles about 2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile 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: 83.0%

: 98-59-9
p-toluenesulfonyl chloride

: 242129-64-2
2,3-dideoxy-4,5-O-isopropylidene-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

: 242129-65-3
2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

: C₂₅H₂₉NO₉S₂

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 24h; Yields of byproduct given; Ambient temperature;
DOI:10.1002/(SICI)1099-0690(199906)1999:6<1269::AID-EJOC1269>3.0.CO;2-H

Reference yield:

: (E/Z)-2,3-dideoxy-4,5:6,8-di-O-isopropylidene-α-L-xylo-oct-2-ene-4-ulo-4,7-furanosononitrile

: 242129-65-3
2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / H₂ / 10 percent Pd/C / methanol / 1 h / 760 Torr

2: 77 percent / aq. 50 percent AcOH / 24 h / Ambient temperature

3: 83 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With dmap; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1002/(SICI)1099-0690(199906)1999:6<1269::AID-EJOC1269>3.0.CO;2-H

Reference yield:

: 242129-60-8
2,3-dideoxy-4,5:6,8-di-O-isopropylidene-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

: 242129-65-3
2,3-dideoxy-4,5-O-isopropylidene-8-O-p-toluenesulfonyl-α-L-xylo-oct-4-ulo-4,7-furanosononitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / aq. 50 percent AcOH / 24 h / Ambient temperature

2: 83 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With dmap; acetic acid; triethylamine; In dichloromethane;
DOI:10.1002/(SICI)1099-0690(199906)1999:6<1269::AID-EJOC1269>3.0.CO;2-H