(2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

Base Information

Chemical Name:(2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate
CAS No.:1403603-74-6
Molecular Formula:C₈₁H₈₀O₂₀
Molecular Weight:1373.51
Hs Code.:

(2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

Synonyms:(2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

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Chemical Property of (2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

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Technology Process of (2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

There total 1 articles about (2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate 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: 58.0%

: 1403603-72-4
(2R,3S,4S,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-5(benzyloxycarbonyloxy)-2-(benzyloxymethyl)-6-(ethylthio)tetrahydro-2H-pyran-3-yl 1-naphtoate

: 1403603-65-5
(2R,3R)-dimethyl-2-(3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yloxy)-3-(3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

: 1403603-74-6
(2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

Guidance literature:: (2R,3S,4S,5R,6S)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-5(benzyloxycarbonyloxy)-2-(benzyloxymethyl)-6-(ethylthio)tetrahydro-2H-pyran-3-yl 1-naphtoate; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

With bromine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

(2R,3R)-dimethyl-2-(3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yloxy)-3-(3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate; With silver trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 1.25h; Inert atmosphere;
DOI:10.1021/ml300263x

Reference yield: 13.0%

: 1403603-74-6
(2R,3R)-dimethyl 2-((2S,3R,4S,5S,6R)-5-(1-naphthoyloxy)-4-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-3-(benzyloxycarbonyloxy)-6-(benzyloxymethyl)tetrahydro-2Hpyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

: (R)-2-((2R,3S,4R,5R,6S)-3-(1-naphthoyloxy)-6-((2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy)-5-hydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-3-phenylpropanoic acid

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; Inert atmosphere;
DOI:10.1021/ml300263x