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

Base Information

Chemical Name:(2R,3S,4S,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,5-di-O-(methanesulfonyl)-2,3,4,5-hexanetetraol
CAS No.:216854-84-1
Molecular Formula:C₂₃H₄₂O₈S₂
Molecular Weight:510.714
Hs Code.:

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

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

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

There total 3 articles about (2R,3S,4S,5R)-1,6-dicyclohexyl-3,4-O-isopropylidene-2,5-di-O-(methanesulfonyl)-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: 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:

: 108-85-0
1-bromocyclohexane

: 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:: Multi-step reaction with 2 steps

1.1: magnesium; 1,2-dibromoethane / diethyl ether / 20 °C

1.2: 63 percent / cuprous bromide-dimethyl sulfide / diethyl ether; tetrahydrofuran / 0.5 h / -50 - 20 °C

2.1: 100 percent / pyridine; DMAP / 0 - 4 °C

With pyridine; dmap; magnesium; ethylene dibromide; In diethyl ether; 1.1: Metallation / 1.2: Ring cleavage / 2.1: Esterification;
DOI:10.1021/jo980941i

Reference yield:

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

: 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:: Multi-step reaction with 2 steps

1.1: magnesium; 1,2-dibromoethane / diethyl ether / 20 °C

1.2: 63 percent / cuprous bromide-dimethyl sulfide / diethyl ether; tetrahydrofuran / 0.5 h / -50 - 20 °C

2.1: 100 percent / pyridine; DMAP / 0 - 4 °C

With pyridine; dmap; magnesium; ethylene dibromide; In diethyl ether; 1.1: Metallation / 1.2: Ring cleavage / 2.1: Esterification;
DOI:10.1021/jo980941i