(2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol

Base Information

Chemical Name:(2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol
CAS No.:164385-87-9
Molecular Formula:C₄₂H₆₂O₆S
Molecular Weight:695.017
Hs Code.:

Synonyms:(2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol

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Chemical Property of (2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol

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Technology Process of (2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol

There total 7 articles about (2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol 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: 90.0%

: (2R,3R,4R,6E/Z)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-6-eicosene-1,2,3,4-tetrol

: 164385-87-9
(2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; In ethanol; water; for 5h; Heating;

Reference yield: 86.0%

: 124-63-0
methanesulfonyl chloride

: 164385-86-8
(2R,3S,4R)-1,3,4-tri-O-benzyl-6-eicosane-1,2,3,4-tetrol

: 164385-87-9
(2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol

Guidance literature:: In pyridine; at 70 - 80 ℃; for 3h;

Reference yield:

: 629-72-1
pentadecyl bromide

: 164385-87-9
(2R,3R,4R)-1,3,4-tri-O-benzyl-2-O-methanesulfonyl-1,2,3,4-eicosanetetrol

Guidance literature:: Multi-step reaction with 4 steps

1: 12 h / 150 °C

2: 1.) nBuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, RT, 16 h

3: H₂ / 10percent Pd/C / tetrahydrofuran / 16 h

4: pyridine / 1.5 h / 20 °C

With pyridine; n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/jm00012a018