(1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride

Base Information

Chemical Name:(1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride
CAS No.:1443552-75-7
Molecular Formula:C₇H₁₅NO₆*ClH
Molecular Weight:245.66
Hs Code.:

Synonyms:(1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride

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Chemical Property of (1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride

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Technology Process of (1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride

There total 5 articles about (1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride 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: 99.0%

: 1443540-38-2
(3aS,4R,5R,6R,7S,7aR)-7-amino-3a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethylhexahydrobenzo[d][1,3]dioxole-4,5,6-triol

: 1443552-75-7
(1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride

Guidance literature:: With hydrogenchloride; In water; at 20 ℃; for 24h;
DOI:10.1016/j.tet.2013.04.033

Reference yield:

: 172877-76-8
((3aR,7aR)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxol-3a-yl)methanol

: 1443552-75-7
(1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 1.08 h / 0 °C

2: tetrabutylammonium periodite / dichloromethane / 20 h / -78 °C / Inert atmosphere

3: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 48 h / 20 °C

4: hydrogen; palladium on carbon / ethyl acetate / 24 h / 20 °C

5: hydrogenchloride / water / 24 h / 20 °C

With hydrogenchloride; osmium(VIII) oxide; palladium on carbon; hydrogen; tetrabutylammonium periodite; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol; 2: |Diels-Alder Cycloaddition / 3: |Upjohn Dihydroxylation;
DOI:10.1016/j.tet.2013.04.033

Reference yield:

: 1379659-86-5
tert-butyl(((3aR,7aR)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxol-3a-yl)methoxy)dimethylsilane

: 1443552-75-7
(1S,2R,3R,4R,5R,6R)-2,3,4,5,6-pentahydroxy-3-(hydroxymethyl)cyclohexylammonium chloride

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutylammonium periodite / dichloromethane / 20 h / -78 °C / Inert atmosphere

2: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 48 h / 20 °C

3: hydrogen; palladium on carbon / ethyl acetate / 24 h / 20 °C

4: hydrogenchloride / water / 24 h / 20 °C

With hydrogenchloride; osmium(VIII) oxide; palladium on carbon; hydrogen; tetrabutylammonium periodite; 4-methylmorpholine N-oxide; In dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol; 1: |Diels-Alder Cycloaddition / 2: |Upjohn Dihydroxylation;
DOI:10.1016/j.tet.2013.04.033