dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate

Base Information

Chemical Name:dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate
CAS No.:209805-96-9
Molecular Formula:C₂₂H₂₂N₃O₄PS
Molecular Weight:455.474
Hs Code.:

Synonyms:dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate

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Chemical Property of dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate

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Technology Process of dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate

There total 5 articles about dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate 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: 95.0%

: 209805-95-8
(2-{3-[(benzyl-phenyl-amino)-methyl]-thiophen-2-yl}-2-oxo-ethyl)-phosphonic acid dimethyl ester

: 209805-96-9
dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate

Guidance literature:: With 4-toluenesulfonyl azide; potassium carbonate; In acetonitrile; ice-cooling -> room temperature;
DOI:10.1016/S0040-4020(98)00275-0

Reference yield:

: 14300-65-3
ethyl 3-bromomethyl-2-thiophenecarboxylate

: 209805-96-9
dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 55 percent / acetonitrile / 16 h / Heating

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -80 - -60 °C

2.2: 75 percent / tetrahydrofuran; hexane / -60 - 20 °C

3.1: 95 percent / potassium carbonate; tosyl azide / acetonitrile / ice-cooling -> room temperature

With n-butyllithium; 4-toluenesulfonyl azide; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile; 1.1: Substitution / 2.1: Metallation / 2.2: Condensation / 3.1: diazo-transfer;
DOI:10.1016/S0040-4020(98)00275-0

Reference yield:

: 14300-64-2
ethyl 3-methyl-2-thiophenecarboxylate

: 209805-96-9
dimethyl 1-diazo-2-(3-(N-benzyl-N-phenylaminomethyl)thiophen-2-yl)-2-oxoethylphosphonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-bromosuccinimide; benzoyl peroxide / CCl₄ / 2 h / Heating

2.1: 55 percent / acetonitrile / 16 h / Heating

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -80 - -60 °C

3.2: 75 percent / tetrahydrofuran; hexane / -60 - 20 °C

4.1: 95 percent / potassium carbonate; tosyl azide / acetonitrile / ice-cooling -> room temperature

With N-Bromosuccinimide; n-butyllithium; 4-toluenesulfonyl azide; potassium carbonate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; hexane; acetonitrile; 1.1: Bromination / 2.1: Substitution / 3.1: Metallation / 3.2: Condensation / 4.1: diazo-transfer;
DOI:10.1016/S0040-4020(98)00275-0