(S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl ester

Base Information

Chemical Name:(S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl ester
CAS No.:323192-83-2
Molecular Formula:C₁₈H₂₆NO₇P
Molecular Weight:399.381
Hs Code.:

Synonyms:(S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl ester

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Chemical Property of (S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl ester

Chemical Property:

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Technology Process of (S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl ester

There total 8 articles about (S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl 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: 87.0%

: 762-04-9
phosphonic acid diethyl ester

: 323192-82-1
(S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-((trifluoromethyl)sulfonyloxy)benzeneacetic acid methyl ester

: 323192-83-2
(S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl ester

Guidance literature:: With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; for 3h; Heating;
DOI:10.1021/jo0013711

Reference yield:

: 323192-76-3
(2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

: 323192-83-2
(S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 88 percent / 0.75 h / -78 °C

2.1: 54 percent / LiOH / tetrahydrofuran; H₂O / 20 °C

3.1: 80 percent

4.1: 23 percent / Pd(acac)2 / diethyl ether / 10 h / 20 °C

5.1: H₂ / Pd/C / methanol / 3 h / 20 °C

6.1: 3.4 g / Et₃N / CH₂Cl₂ / 2 h / -30 °C

7.1: 87 percent / Et₃N / Pd(PPh₃)4 / 3 h / Heating

With lithium hydroxide; hydrogen; sodium hexamethyldisilazane; triethylamine; palladium(II) acetylacetonate; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo0013711

Reference yield:

: 323192-77-4
(2R,4R)-2-phenyl-4-(2-bromoethyl)-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

: 323192-83-2
(S)-α-cyclopropyl-α-(methoxycarbonyl)amino-4-(diethylphosphono)benzeneacetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / LiOH / tetrahydrofuran; H₂O / 20 °C

2: 80 percent

3: 23 percent / Pd(acac)2 / diethyl ether / 10 h / 20 °C

4: H₂ / Pd/C / methanol / 3 h / 20 °C

5: 3.4 g / Et₃N / CH₂Cl₂ / 2 h / -30 °C

6: 87 percent / Et₃N / Pd(PPh₃)4 / 3 h / Heating

With lithium hydroxide; hydrogen; triethylamine; palladium(II) acetylacetonate; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo0013711