((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester

Base Information

• Chemical Name: ((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester
• CAS No.: 154229-83-1
• Molecular Formula: C₁₃H₁₅N₂O₅P
• Molecular Weight: 310.246
• Mol file: 154229-83-1.mol

Synonyms:((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester

Chemical Property of ((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of ((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester

There total 3 articles about ((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl 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: 85.0%

((E)-3-Methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester → ((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester (154229-83-1)

Guidance literature:

With 4-toluenesulfonyl azide; potassium carbonate; In acetonitrile; Ambient temperature;

DOI:10.1016/0040-4020(96)00318-3

Reference yield:

benzaldehyde (100-52-7) → ((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester (154229-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 1 M LHMDS / 1.) THF, from -40 deg C to 5 deg C, 2.) THF, RT, 3 h

2: 1.) n-BuLi / 1.) THF, hexane, -80 deg C, 45 min, 2.) THF, RT, 3 h

3: 85 percent / tosyl azide, K₂CO₃ / acetonitrile / Ambient temperature

With n-butyllithium; 4-toluenesulfonyl azide; potassium carbonate; lithium hexamethyldisilazane; In acetonitrile;

DOI:10.1016/0040-4020(96)00318-3

Reference yield:

methyl (E)-2-methoxy-3-phenyl-2-propenoate (154076-94-5) → ((E)-1-Diazo-3-methoxy-2-oxo-4-phenyl-but-3-enyl)-phosphonic acid dimethyl ester (154229-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, -80 deg C, 45 min, 2.) THF, RT, 3 h

2: 85 percent / tosyl azide, K₂CO₃ / acetonitrile / Ambient temperature

With n-butyllithium; 4-toluenesulfonyl azide; potassium carbonate; In acetonitrile;

DOI:10.1016/0040-4020(96)00318-3

upstream raw materials:

benzaldehyde

methyl (E)-2-methoxy-3-phenyl-2-propenoate