(2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran

Base Information

Chemical Name:(2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran
CAS No.:213480-40-1
Molecular Formula:C₁₈H₂₃NO₆
Molecular Weight:349.384
Hs Code.:

Synonyms:(2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran

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Chemical Property of (2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran

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Technology Process of (2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran

There total 4 articles about (2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran 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: 97.0%

: 213480-39-8
(2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-benzyloxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran

: 213480-40-1
(2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 16h; under 760 Torr;
DOI:10.1021/jo980354x

Reference yield:

: 33985-40-9
(3aR,4S,6R,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro-[3,4-d][1,3]dioxole-4-carbaldehyde

: 213480-40-1
(2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: 4A MS / CH₂Cl₂ / 1 h / 0 °C

2: 5.53 g / triethylamine / toluene; CH₂Cl₂ / 20 °C

3: 97 percent / hydrogen / Pd/C / methanol / 16 h / 20 °C / 760 Torr

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; toluene; 1: Condensation / 2: Cycloaddition / 3: Hydrogenolysis;
DOI:10.1021/jo980354x

Reference yield:

: 100-46-9
benzylamine

: 213480-40-1
(2R,3R,4R,5R)-5-((3'S,4'R)-1-benzyl-3-hydroxyazetidin-2-one-4-yl)-3,4-dihydroxy-3,4-di-O-isopropylidene-2-methoxytetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: 4A MS / CH₂Cl₂ / 1 h / 0 °C

2: 5.53 g / triethylamine / toluene; CH₂Cl₂ / 20 °C

3: 97 percent / hydrogen / Pd/C / methanol / 16 h / 20 °C / 760 Torr

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; toluene; 1: Condensation / 2: Cycloaddition / 3: Hydrogenolysis;
DOI:10.1021/jo980354x