2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol

Base Information

Chemical Name:2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol
CAS No.:131146-85-5
Molecular Formula:C₁₉H₂₈O₇S
Molecular Weight:400.493
Hs Code.:

Synonyms:2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol

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Chemical Property of 2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol

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Technology Process of 2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol

There total 4 articles about 2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol 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: 96.0%

: 127530-04-5
2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanol

: 98-59-9
p-toluenesulfonyl chloride

: 131146-85-5
2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol

Guidance literature:: With pyridine; at 5 ℃;
DOI:10.1016/0008-6215(90)80145-S

Reference yield:

: 114743-87-2
methyl 3,4;5,6-di-O-isopropylidene-D-gluconate 2-(toluene-p-sulphonate)

: 131146-85-5
2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / lithium aluminium hydride / 1,2-dimethoxy-ethane / 0.5 h / Heating; other solvents, other tosylates; or lithium triethylborohydride, other times

2: 96 percent / pyridine / 5 °C

With pyridine; lithium aluminium tetrahydride; In 1,2-dimethoxyethane;
DOI:10.1016/0008-6215(90)80145-S

Reference yield:

: 127529-99-1
(S)-Chloro-((4R,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetic acid methyl ester

: 131146-85-5
2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / lithium aluminium hydride / 1,2-dimethoxy-ethane / 5 h / Heating

2: 96 percent / pyridine / 5 °C

With pyridine; lithium aluminium tetrahydride; In 1,2-dimethoxyethane;
DOI:10.1016/0008-6215(90)80145-S