(2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate

Base Information

Chemical Name:(2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate
CAS No.:1385782-82-0
Molecular Formula:C₁₉H₂₄O₈
Molecular Weight:380.395
Hs Code.:

Synonyms:(2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate

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Technology Process of (2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate

There total 7 articles about (2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate 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: 91.3%

: 69515-91-9
1,3,4,6-tetra-O-acetyl-2-deoxy-D-glucopyranose

: 100-51-6,185532-71-2
benzyl alcohol

: 1385782-82-0
(2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; Inert atmosphere;

Reference yield: 50.0%

: benzyl 2-deoxy-2-iodo-3,4,6-tri-O-acetyl-β-D-glucopyranoside

: 1385782-82-0
(2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate

Guidance literature:: With dilauryl peroxide; at 80 ℃; for 6h;
DOI:10.1080/07328303.2021.2015365

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 16750-06-4
1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-arabinohexopyranose

: 1385782-82-0
(2R,3S,4R,6R)-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate

: 79698-05-8
phenylmethyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabinohexopyranose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Overall yield = 97 %; Overall yield = 33.2 mg; stereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1080/07328303.2018.1439498