(5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Base Information

Chemical Name:(5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester
CAS No.:92826-91-0
Molecular Formula:C₂₂H₂₅NO₆S₂
Molecular Weight:463.576
Hs Code.:

(5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

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Chemical Property of (5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

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Technology Process of (5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

There total 11 articles about (5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester 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: 60.0%

: 92826-90-9
2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl ester

: 92826-91-0
(5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: In toluene; for 12h; Heating;

Reference yield:

: 108-98-5
thiophenol

: 92826-91-0
(5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 30 percent / DBN / CH₂Cl₂ / 20 °C

2: 100 percent / toluene / Heating

3: Et₃N / CH₂Cl₂ / 4 h / 20 °C

4: 73 percent / triphenylphosphine, pyridine / acetic acid / -20 °C

5: ozone / CH₂Cl₂ / -78 °C

6: Zn, acetic acid / CH₂Cl₂ / 5 °C

7: thionyl chloride, pyridine / CH₂Cl₂ / -20 °C

8: 80 percent / CH₂Cl₂ / 20 h / Heating

9: 60 percent / toluene / 12 h / Heating

With pyridine; thionyl chloride; 2,6-dichloro-benzonitrile; ozone; acetic acid; triethylamine; triphenylphosphine; zinc; In dichloromethane; acetic acid; toluene;

Reference yield:

: 83137-22-8
methylene (6Z)-6-acetonylidenepenicillanate pivalate

: 92826-91-0
(5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 90 percent / m-chloroperbenzoic acid / tetrahydrofuran / 20 °C

2: 30 percent / DBN / CH₂Cl₂ / 20 °C

3: 100 percent / toluene / Heating

4: Et₃N / CH₂Cl₂ / 4 h / 20 °C

5: 73 percent / triphenylphosphine, pyridine / acetic acid / -20 °C

6: ozone / CH₂Cl₂ / -78 °C

7: Zn, acetic acid / CH₂Cl₂ / 5 °C

8: thionyl chloride, pyridine / CH₂Cl₂ / -20 °C

9: 80 percent / CH₂Cl₂ / 20 h / Heating

10: 60 percent / toluene / 12 h / Heating

With pyridine; thionyl chloride; 2,6-dichloro-benzonitrile; ozone; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; acetic acid; toluene;