(2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol

Base Information

Chemical Name:(2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol
CAS No.:216854-71-6
Molecular Formula:C₂₁H₃₈O₄
Molecular Weight:354.53
Hs Code.:

Synonyms:(2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol

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Chemical Property of (2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol

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Technology Process of (2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol

There total 1 articles about (2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol 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: 63.0%

: 108-85-0
1-bromocyclohexane

: 63700-05-0
1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol

: 216854-71-6
(2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol

Guidance literature:: 1-bromocyclohexane; With magnesium; ethylene dibromide; In diethyl ether; at 20 ℃;

1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; diethyl ether; at -50 - 20 ℃; for 0.5h;
DOI:10.1021/jo980941i

Reference yield: 100.0%

: 124-63-0
methanesulfonyl chloride

: 216854-71-6
(2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol

: 216854-84-1
(2R,3S,4S,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,5-di-O-(methanesulfonyl)-2,3,4,5-hexanetetraol

Guidance literature:: With pyridine; dmap; at 0 - 4 ℃;
DOI:10.1021/jo980941i

Reference yield:

: 216854-71-6
(2R,3R,4R,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,3,4,5-hexanetetraol

: Methanesulfonic acid (R)-2-cyclohexyl-1-formyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / pyridine; DMAP / 0 - 4 °C

2: 70 percent / conc. HCl / acetic acid / 1 h / 20 °C

3: NaIO₄-SiO₂ / CH₂Cl₂

With pyridine; hydrogenchloride; dmap; sodium periodate; silica gel; In dichloromethane; acetic acid; 1: Esterification / 2: Hydrolysis / 3: Oxidation;
DOI:10.1021/jo980941i