(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran

Base Information

Chemical Name:(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran
CAS No.:287962-77-0
Molecular Formula:C₃₆H₃₆O₅
Molecular Weight:548.679
Hs Code.:

Synonyms:(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran

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Chemical Property of (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran

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Technology Process of (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran

There total 7 articles about (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran 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%

: 443915-85-3
trimethyl-[2-[(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydropyran-2-yl]ethynyl]silane

: 287962-77-0
(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran

Guidance literature:: With sodium hydroxide; In methanol; dichloromethane; at 20 ℃;
DOI:10.1016/j.tetlet.2005.05.069

Reference yield:

: 3866-62-4,3964-13-4,56822-48-1,56822-49-2,78136-22-8,80300-30-7,80300-97-6,83462-68-4,83462-69-5,94943-10-9
2,3,4,6-tetrakis-O-(phenylmethyl)-1-O-acetyl-α-D-galactopyranose

: 81353-38-0
(trimethylsilylethynyl)tributyltin

: 287962-77-0
(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/S0040-4039(00)00403-2

Reference yield:

: 3866-62-4,3964-13-4,56822-48-1,56822-49-2,78136-22-8,80300-30-7,83462-68-4,83462-69-5,94943-10-9,80300-97-6
2,3,4,6-tetra-O-benzyl-D-galactopyranosyl acetate

: 287962-77-0
(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

2: 100 percent / aq. NaOH / methanol; CH₂Cl₂ / 20 °C

With sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2005.05.069