cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-2-one

Base Information

• Chemical Name: cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-2-one
• CAS No.: 125951-15-7
• Molecular Formula: C₂₄H₃₃NO₄Si₂
• Molecular Weight: 455.701
• Mol file: 125951-15-7.mol

Synonyms:cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-2-one

Chemical Property of cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-2-one

There total 1 articles about cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-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: 80.0%

2-{[(E)-Bis-trimethylsilanyl-methylimino]-methyl}-benzoic acid methyl ester (125951-14-6) + Phenoxyacetyl chloride (701-99-5) → cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-2-one (125951-15-7)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo00295a047

Reference yield: 50.0%

cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-2-one (125951-15-7) → (3R,4S)-4-(2-Hydroxymethyl-phenyl)-3-phenoxy-1-trimethylsilanylmethyl-azetidin-2-one + 4-<2-(hydroxymethyl)phenyl>-3-phenoxy-1-azetidin-2-one (125951-16-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1h; Heating;

DOI:10.1021/jo00295a047

Reference yield:

cis-3-phenoxy-4-<2-(methoxycarbonyl)phenyl>-1-azetidin-2-one (125951-15-7) → (1R,9bS)-1-Phenoxy-1,9b-dihydro-azeto[2,1-a]isoquinolin-2-one (125951-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / NaBH₄ / ethanol / 1 h / Heating

2: 88 percent / 3-carboxypyridinium dichromate, pyridine / CH₂Cl₂ / 1 h / Ambient temperature

3: 40 percent / tris(dimethylamino)sulfonium difluorotrimethylsiliconate / tetrahydrofuran / 1.5 h / Ambient temperature

With pyridine; sodium tetrahydroborate; 3-carboxypyridinium dichromate; tris(dimethylamino)sulfonium trimethylsilyldifluoride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jo00295a047

upstream raw materials:

2-{[(E)-Bis-trimethylsilanyl-methylimino]-methyl}-benzoic acid methyl ester

Phenoxyacetyl chloride

Downstream raw materials:

4-<2-(hydroxymethyl)phenyl>-3-phenoxy-1-azetidin-2-one

(1R,9bS)-1-Phenoxy-1,9b-dihydro-azeto[2,1-a]isoquinolin-2-one

2-((2S,3R)-4-Oxo-3-phenoxy-1-trimethylsilanylmethyl-azetidin-2-yl)-benzaldehyde

4-(2'-formylphenyl)3-phenoxy-1-azetidin-2-one