2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric acid methyl ester

Base Information

Chemical Name:2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric acid methyl ester
CAS No.:865086-76-6
Molecular Formula:C₂₀H₂₂N₂O₄
Molecular Weight:354.406
Hs Code.:

Synonyms:2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric acid methyl ester

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Chemical Property of 2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric acid methyl ester

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Technology Process of 2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric acid methyl ester

There total 4 articles about 2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric 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: 85.0%

: 921766-57-6
2-((R)-allyloxycarbonylamino-phenyl-methyl)-3-oxo-butyric acid methyl ester

: 3173-56-6
benzyl isothiocyanate

: 865086-76-6
2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric acid methyl ester

Guidance literature:: With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 0.5h; Product distribution / selectivity;

Reference yield: 70.0%

: 924297-02-9
C₁₆H₁₉NO₅

: 3173-56-6
benzyl isothiocyanate

: 865086-76-6
2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric acid methyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; In tetrahydrofuran; at 21 - 22 ℃; for 5h; Inert atmosphere;
DOI:10.15227/orgsyn.086.0236

Reference yield:

: 105-45-3
acetoacetic acid methyl ester

: 865086-76-6
2-[(R)-(3-benzyl-ureido)-phenyl-methyl]-3-oxo-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: (+)-cinchonine / CH₂Cl₂ / 15 h / -35 °C

2: Pd(PPh₃)4; 1,3-dimethylbarbituric acid / CH₂Cl₂ / 0.5 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; Cinchonin; In dichloromethane; 1: asymmetric Mannich reaction;
DOI:10.1021/ja0537373