(3S,4R)-3-[(R)-1-benzoyloxyethyl]-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthioazetidin-2-one

Base Information

Chemical Name:(3S,4R)-3-[(R)-1-benzoyloxyethyl]-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthioazetidin-2-one
CAS No.:78902-68-8
Molecular Formula:C₁₉H₂₃NO₅S
Molecular Weight:377.461
Hs Code.:

Synonyms:(3S,4R)-3-[(R)-1-benzoyloxyethyl]-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthioazetidin-2-one

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Chemical Property of (3S,4R)-3-[(R)-1-benzoyloxyethyl]-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthioazetidin-2-one

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Technology Process of (3S,4R)-3-[(R)-1-benzoyloxyethyl]-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthioazetidin-2-one

There total 2 articles about (3S,4R)-3-[(R)-1-benzoyloxyethyl]-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthioazetidin-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: 82.0%

: 76899-00-8
(3S,4R)-3-[(S)-1-hydroxyethyl]-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthioazetidin-2-one

: 1972-28-7,218603-74-8
diethylazodicarboxylate

: 78902-68-8
(3S,4R)-3-[(R)-1-benzoyloxyethyl]-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthioazetidin-2-one

Guidance literature:: With triphenylphosphine; benzoic acid; In tetrahydrofuran; ethyl acetate; benzene;

Reference yield: 71.0%

: 74614-77-0,76899-00-8,76899-01-9
(3S,4R)-3-(1-hidroxyethyl)-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-methylthio-2-azetidinone

: 65-85-0,8013-63-6
benzoic acid

: 80813-19-0
2-[(R)-3-Eth-(Z)-ylidene-2-methylsulfanyl-4-oxo-azetidin-1-yl]-3-methyl-but-2-enoic acid methyl ester

: 80813-17-8,80813-19-0,81520-39-0
2-[(R)-3-Eth-(Z)-ylidene-2-methylsulfanyl-4-oxo-azetidin-1-yl]-3-methyl-but-2-enoic acid methyl ester

: 78902-68-8,78963-51-6
Benzoic acid 1-[(2R,3S)-1-(1-methoxycarbonyl-2-methyl-propenyl)-2-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 1.5h;

Reference yield:

: 78902-68-8,78963-51-6
Benzoic acid 1-[(2R,3S)-1-(1-methoxycarbonyl-2-methyl-propenyl)-2-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / 1M methanolic sodium methoxide / 5 h / Ambient temperature

2: 89 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

3: 95 percent / acetic acid / 0.33 h / 90 - 100 °C

4: sodium periodate, potassium permanganate / acetone / 5 h / Ambient temperature; 0.05 M phosphate buffer, pH 7.1

With 1H-imidazole; potassium permanganate; sodium periodate; sodium methylate; In acetic acid; N,N-dimethyl-formamide; acetone;