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Cas Database

123493-05-0

123493-05-0

Identification

  • Product Name:(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

  • CAS Number: 123493-05-0

  • EINECS:

  • Molecular Weight:249.266

  • Molecular Formula: C13H15NO4

  • HS Code:

  • Mol File:123493-05-0.mol

Synonyms:

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Relevant articles and documentsAll total 1 Articles be found

Preparation of Aminosaccharides Using Ester-Imine Condensations: Syntheses of Methyl N-Benzoylacosaminide and Methyl N-(Oxo(phenylmethoxy)acetyl)daunosaminide from (S)-Ethyl 3-Hydroxybutyrate

Galluci, Judith C.,Ha, Deok-Chan,Hart, David J.

, p. 1283 - 1292 (2007/10/02)

The dianion of (S)-ethyl β-hydroxybutyrate (1) was treated with N-trimethylsilyl imine 2 to afford β-lactam 4.The same dianion reacted with N-aryl imine 10 to give β-lactams 11, 12, and 13.A three-step sequence was used to convert 4 into the β-lactam-pyra

Process route upstream and downstream products

Process route

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde
123493-05-0,123539-30-0

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one
115133-09-0

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one

Conditions
Conditions Yield
With dimethylsulfide; ozone; In dichloromethane; at -78 - 20 ℃; for 21.16h;
2.30 g
<3S,4S(E)>-3-<1(S)-hydroxyethyl>-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone
101977-77-9

<3S,4S(E)>-3-<1(S)-hydroxyethyl>-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde
123493-05-0,123539-30-0

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one
115133-09-0

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one

Conditions
Conditions Yield
With dimethylsulfide; ozone; In dichloromethane; at -78 - 20 ℃; for 21.16h;
2.30 g
(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde
123493-05-0,123539-30-0

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: diisopropylamine; 1.60 M n-butyllithium / tetrahydrofuran; hexane / 22 h / -78 - 20 °C
2: O3; dimethylsulfide / CH2Cl2 / 21.16 h / -78 - 20 °C
With n-butyllithium; dimethylsulfide; ozone; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
Multi-step reaction with 2 steps
1: 25 percent / diisopropylamine; 1.60 M n-butyllithium / tetrahydrofuran; hexane / 22 h / -78 - 20 °C
2: O3; dimethylsulfide / CH2Cl2 / 21.16 h / -78 - 20 °C
With n-butyllithium; dimethylsulfide; ozone; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde
123493-05-0,123539-30-0

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one
115133-09-0

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one

Conditions
Conditions Yield
With dimethylsulfide; ozone; In dichloromethane; at -78 - 20 ℃; for 21.16h;
2.30 g
<3S,4S(E)>-3-<1(S)-hydroxyethyl>-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone
101977-77-9

<3S,4S(E)>-3-<1(S)-hydroxyethyl>-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde
123493-05-0,123539-30-0

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one
115133-09-0

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one

Conditions
Conditions Yield
With dimethylsulfide; ozone; In dichloromethane; at -78 - 20 ℃; for 21.16h;
2.30 g
(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde
123493-05-0,123539-30-0

(2S,3S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: diisopropylamine; 1.60 M n-butyllithium / tetrahydrofuran; hexane / 22 h / -78 - 20 °C
2: O3; dimethylsulfide / CH2Cl2 / 21.16 h / -78 - 20 °C
With n-butyllithium; dimethylsulfide; ozone; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
Multi-step reaction with 2 steps
1: 25 percent / diisopropylamine; 1.60 M n-butyllithium / tetrahydrofuran; hexane / 22 h / -78 - 20 °C
2: O3; dimethylsulfide / CH2Cl2 / 21.16 h / -78 - 20 °C
With n-butyllithium; dimethylsulfide; ozone; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;

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