(2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran

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Chemical Name:(2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran
CAS No.:213480-52-5
Molecular Formula:C₂₃H₂₉NO₈
Molecular Weight:447.485
Hs Code.:

Synonyms:(2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran

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Chemical Property of (2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran

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Technology Process of (2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran

There total 3 articles about (2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)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: 58.0%

: 51549-65-6
N-benzyl-4-[1,2:3,4-di-O-isopropylidene-α-D-galactohexo-1,5-pyranose]methylene-imine

: 13831-31-7
Acetoxyacetyl chloride

: 213480-52-5
(2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran

: (2R,3R,4S,5S,6R)-6-((3'R,4'S)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran

Guidance literature:: With triethylamine; In dichloromethane; toluene; at -78 - 20 ℃;
DOI:10.1021/jo980354x

Reference yield:

: 4933-77-1
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

: 213480-52-5
(2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: 4A MS / CH₂Cl₂ / 1 h / 0 °C

2: 58 percent / triethylamine / toluene; CH₂Cl₂ / -78 - 20 °C

With triethylamine; In dichloromethane; toluene; 1: Condensation / 2: Cycloaddition;
DOI:10.1021/jo980354x

Reference yield:

: 100-46-9
benzylamine

: 213480-52-5
(2R,3R,4S,5S,6R)-6-((3'S,4'R)-3-acetoxy-1-benzylazetidin-2-one-4-yl)-2,3,4,5-tetrahydroxy-2,3:4,5-bis(di-O-isopropylidene)tetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: 4A MS / CH₂Cl₂ / 1 h / 0 °C

2: 58 percent / triethylamine / toluene; CH₂Cl₂ / -78 - 20 °C

With triethylamine; In dichloromethane; toluene; 1: Condensation / 2: Cycloaddition;
DOI:10.1021/jo980354x