(3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one

Base Information

Chemical Name:(3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one
CAS No.:180839-90-1
Molecular Formula:C₂₀H₂₃NO₄
Molecular Weight:341.407
Hs Code.:

Synonyms:(3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one

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Chemical Property of (3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one

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Technology Process of (3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one

There total 5 articles about (3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one 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%

: 180839-80-9
(3R,4S)-1-Benzyl-3-benzyloxy-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-azetidin-2-one

: 180839-90-1
(3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one

Guidance literature:: With perchloric acid; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1039/CC9960001269

Reference yield:

: 19810-31-2
Benzyloxyacetyl chloride

: 180839-90-1
(3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / NEt₃ / CH₂Cl₂ / 20 h / -78 - 20 °C

2: 85 percent / p-TsOH / tetrahydrofuran; H₂O / 15 h / Heating

With toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo962017z

Reference yield:

: Benzyl-[1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-eth-(E)-ylidene]-amine

: 180839-90-1
(3R,4S)-1-benzyl-3-(benzyloxy)-4-<(1R)-1,2-dihydroxyethyl>-4-methylazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / Et₃N / CH₂Cl₂ / 20 h

2: 100 percent / aq. HClO₄ / tetrahydrofuran / 2 h / Ambient temperature

With perchloric acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/CC9960001269