DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol

Base Information

Chemical Name:DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol
CAS No.:79527-17-6
Molecular Formula:C₂₀H₂₉NO₆S
Molecular Weight:411.519
Hs Code.:

Synonyms:DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol

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Chemical Property of DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol

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Technology Process of DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol

There total 8 articles about DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol 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: 87.0%

: 79527-15-4,90025-01-7
DL-2,3:4,7-di-O-isopropylidene-(1,2,4/3,5)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexylamine

: 98-59-9
p-toluenesulfonyl chloride

: 79527-17-6
DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol

Guidance literature:: With pyridine; for 3h; Ambient temperature;
DOI:10.1246/bcsj.56.2999

Reference yield:

: 70878-41-0
DL-1,2,3-tri-O-acetyl-(1,3/2,4,6)-6-acetoxymethyl-4-bromo-1,2,3-cyclohexanetriol

: 79527-17-6
DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / 2 M aq. HCl / ethanol / 3 h / 80 °C

2: 86 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C

3: 78 percent / NaN₃ / dimethylsulfoxide / 15 h / 110 °C

4: 76 percent / H₂ / Raney-Ni T-4 / ethanol / 2660 Torr

5: 87 percent / pyridine / 3 h / Ambient temperature

With pyridine; hydrogenchloride; sodium azide; hydrogen; toluene-4-sulfonic acid; Raney-Ni T-4; In ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.56.2999

Reference yield:

: DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-4-azido-6-hydroxymethyl-1,2,3-cyclohexanetriol

: 79527-17-6
DL-1,7:2,3-di-O-isopropylidene-(1,3,4/2,6)-6-hydroxymethyl-4-(p-toluenesulfonamido)-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / H₂ / Raney-Ni T-4 / ethanol / 2660 Torr

2: 87 percent / pyridine / 3 h / Ambient temperature

With pyridine; hydrogen; Raney-Ni T-4; In ethanol;
DOI:10.1246/bcsj.56.2999