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

Base Information

Chemical Name:(R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-bis[(tert-butyldimethylsilyl)oxy]benzoate
CAS No.:1426125-87-2
Molecular Formula:C₂₇H₄₅NO₇SSi₂
Molecular Weight:583.894
Hs Code.:

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

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Chemical Property of (R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-bis[(tert-butyldimethylsilyl)oxy]benzoate

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Technology Process of (R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-bis[(tert-butyldimethylsilyl)oxy]benzoate

There total 2 articles about (R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-bis[(tert-butyldimethylsilyl)oxy]benzoate 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: 23.0%

: 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

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

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 30h;
DOI:10.1016/j.ejmech.2012.12.024

Reference yield:

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

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: Multi-step reaction with 2 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

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

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