(2R,3R,4R,5S,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyltriacetate

Base Information

Chemical Name:(2R,3R,4R,5S,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyltriacetate
CAS No.:99212-20-1
Molecular Formula:C₂₀H₂₄O₉
Molecular Weight:408.405
Hs Code.:

Synonyms:(2R,3R,4R,5S,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyltriacetate

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Chemical Property of (2R,3R,4R,5S,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyltriacetate

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Technology Process of (2R,3R,4R,5S,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyltriacetate

There total 44 articles about (2R,3R,4R,5S,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyltriacetate 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: 85.0%

: 108-24-7
acetic anhydride

: 125412-60-4
C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene

: 3682-06-2,13231-13-5,15356-52-2,99212-20-1,138284-52-3,138284-53-4
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene; With 4-methylmorpholine N-oxide; osmium(VIII) oxide; In water; acetone; at 20 ℃; for 24h;

acetic anhydride; With pyridine; dmap; at 20 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.05.046

Reference yield: 84.0%

: 591-50-4
iodobenzene

: 13242-53-0
acetobromomannose

: 3682-06-2,13231-13-5,15356-52-2,99212-20-1,138284-52-3,138284-53-4
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With dmap; nickel(II) perchlorate hexahydrate; hydrogen bromide; acetic acid; magnesium chloride; zinc; In tetrahydrofuran; at 0 ℃; for 12h; stereoselective reaction; Schlenk technique; Sealed tube; Inert atmosphere;
DOI:10.1021/acs.orglett.8b03567

Reference yield: 80.0%

: phenylzinc iodide-lithium chloride complex

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 2873-29-2
D-glucal triacetate

: 99212-20-1
(2R,3R,4R,5S,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyltriacetate

Guidance literature:: With bis (1,5-cyclopentadiene)nickel ⁽⁰⁾; 2,6-bis(4,5-dihydrooxazol-2-yl)pyridine; In N,N-dimethyl-formamide; at 25 ℃; for 12h; optical yield given as %de;
DOI:10.1021/ja8041564