Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester
CAS No.:875545-12-3
Molecular Formula:C₁₉H₂₆O₇
Molecular Weight:366.411
Hs Code.:

Synonyms:Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester

There total 1 articles about Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester 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:

: 875545-10-1
[(2R,3S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-yl]-methanol

: 875545-12-3
Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / pyridine / 24 h / 20 °C

2: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/j.tet.2005.08.112

Reference yield: 82.0%

: 875545-12-3
Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester

: 875545-13-4
(-)-(2R,3S,6R)-2,6-bis-acetoxymethyl-3-((S)-1-phenylethoxy)-tetrahydropyran-4-one

Guidance literature:: Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester; With 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 0.166667h;

With tetrapropylammonium perruthennate; In dichloromethane;
DOI:10.1016/j.tet.2005.08.112

Reference yield:

: 875545-12-3
Acetic acid (2R,3R,4R,6R)-6-acetoxymethyl-4-hydroxy-3-((S)-1-phenyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester

: 875545-16-7
(+)-(2R,3S,6R)-2,6-bis-acetoxymethyl-3-benzoyloxy-tetrahydropyran-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: molecular sieves 4 Angstroem; N-methylmorpholine N-oxide / CH₂Cl₂ / 0.17 h / 20 °C

1.2: 82 percent / tetra-n-propylammonium perruthenate / CH₂Cl₂

2.1: anhydrous FeCl₃ / CH₂Cl₂ / 0 - 20 °C

2.2: 56 percent / CH₂Cl₂ / 0.17 h

With 4 A molecular sieve; iron(III) chloride; 4-methylmorpholine N-oxide; In dichloromethane;
DOI:10.1016/j.tet.2005.08.112