(2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate

Base Information

Chemical Name:(2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate
CAS No.:202919-82-2
Molecular Formula:C₂₉H₃₁IO₆
Molecular Weight:602.466
Hs Code.:

Synonyms:(2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate

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Chemical Property of (2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate

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Technology Process of (2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate

There total 7 articles about (2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate 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: 70.0%

: 34948-79-3
1,5-anhydro-3,4,6-tri-O-benzoyl-2-deoxy-D-lyxo-hex-1-enitol

: 108-24-7
acetic anhydride

: 202919-82-2
(2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate

Guidance literature:: With ammonium iodide; dihydrogen peroxide; acetic acid; In water; acetonitrile; at 0 ℃; for 1h;
DOI:10.1080/07328303.2021.2015365

Reference yield:

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 80040-79-5
3,4,6-tri-O-benzyl-D-galactal

: 202919-82-2
(2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate

: 202919-84-4
acetyl 3,4,6-tri-(O-benzyl)-2-deoxy-2-iodo-β-D-galactopyranoside

Guidance literature:: With iodine; In dichloromethane; at 25 ℃; for 0.5h; Overall yield = 97 %; Overall yield = 351 mg; stereoselective reaction;
DOI:10.1016/j.tet.2017.06.001