(6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one

Base Information

Chemical Name:(6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one
CAS No.:204376-70-5
Molecular Formula:C₁₅H₁₅NO₃S
Molecular Weight:289.355
Hs Code.:

Synonyms:(6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one

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Chemical Property of (6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one

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Technology Process of (6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one

There total 3 articles about (6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-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: 65.0%

: 186503-36-6
(6R,7S)-2-Benzoyl-7-methoxy-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid 4-methoxy-benzyl ester

: 204376-70-5
(6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one

Guidance literature:: With aluminium trichloride; In dichloromethane; at -50 ℃; for 0.75h;
DOI:10.1055/s-1998-1620

Reference yield:

: 22252-43-3,26395-99-3,70287-30-8,72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid

: 204376-70-5
(6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one

Guidance literature:: Multi-step reaction with 4 steps

1: CH₃SO₃H, NaNO₂ / 21 h / Ambient temperature

2: NaHCO₃, NaBr / dimethylformamide / 18 h / Ambient temperature

3: 75 percent / LDA / tetrahydrofuran / 1.) -70 deg C, 30 min, 2.) -70 deg C, 90 min

4: 65 percent / AlCl₃ / CH₂Cl₂; various solvent(s) / 0.75 h / -50 °C

With aluminium trichloride; methanesulfonic acid; sodium hydrogencarbonate; sodium bromide; lithium diisopropyl amide; sodium nitrite; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1998-1620

Reference yield:

: 186503-35-5
(6R,7S)-7-Methoxy-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

: 204376-70-5
(6R,7S)-2-Benzoyl-7-methoxy-3-methyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / LDA / tetrahydrofuran / 1.) -70 deg C, 30 min, 2.) -70 deg C, 90 min

2: 65 percent / AlCl₃ / CH₂Cl₂; various solvent(s) / 0.75 h / -50 °C

With aluminium trichloride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-1998-1620