(R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate

Base Information

Chemical Name:(R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate
CAS No.:1426125-85-0
Molecular Formula:C₁₅H₁₇NO₇S
Molecular Weight:355.368
Hs Code.:

Synonyms:(R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate

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Chemical Property of (R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate

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Technology Process of (R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate

There total 3 articles about (R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate 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: 46.0%

: 1426125-87-2
(R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-bis[(tert-butyldimethylsilyl)oxy]benzoate

: 1426125-85-0
(R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate

Guidance literature:: With boron trifluoride diethyl etherate; In acetonitrile; at 0 - 20 ℃; for 1.25h; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.12.024

Reference yield:

: 99-50-3
3,4-Dihydroxybenzoic acid

: 1426125-85-0
(R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 66 h / Inert atmosphere

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 30 h / 0 - 20 °C

3: boron trifluoride diethyl etherate / acetonitrile / 1.25 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; dmap; boron trifluoride diethyl etherate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.ejmech.2012.12.024

Reference yield:

: 154083-18-8
3,4‐bis(tert‐butyldimethylsilyloxy)benzoic acid

: 1339193-45-1
(2R,3R)-3-((1R)-1-hydroxyethyl)-1-(methylthio)-4-oxoazetidin-2-yl acetate

: 1426125-85-0
(R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 30 h / 0 - 20 °C

2: boron trifluoride diethyl etherate / acetonitrile / 1.25 h / 0 - 20 °C / Inert atmosphere

With dmap; boron trifluoride diethyl etherate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetonitrile;
DOI:10.1016/j.ejmech.2012.12.024