-2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester

Base Information

• Chemical Name: -2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester
• CAS No.: 101142-85-2
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357

Synonyms:-2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester

Chemical Property of -2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester

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Technology Process of -2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester

There total 2 articles about -2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic 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:

Ketene (463-51-4) + 3-oxopentanedioic acid dimethyl ester (1830-54-2) + (R)-1-phenyl-ethyl-amine (3886-69-9) → -2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester (101142-85-2,81972-26-1)

Guidance literature:

With acetic acid; Yield given. Multistep reaction; 1.) toluene, 60 deg C, 4 h, 2.) toluene, 25 deg C;

DOI:10.1021/jo00359a021

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) + (R)-1-phenyl-ethyl-amine (3886-69-9) + acetic anhydride (108-24-7) → -2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester (101142-85-2,81972-26-1)

Guidance literature:

With acetic acid; Yield given. Multistep reaction; 1.) toluene, 60 deg C, 4 h, 2.) toluene, 95 deg C, 30 h;

DOI:10.1021/jo00359a021

Reference yield: 57.0%

-2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester (101142-85-2,81972-26-1) → (2R,3R,4S)-2-Methyl-6-oxo-4-(1-phenyl-ethylamino)-tetrahydro-pyran-3-carboxylic acid methyl ester (101032-72-8) + <2S-<2α,3α,4β(R*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-phenylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride (81972-25-0)

Guidance literature:

With phosphoric acid; hydrogen; platinum on activated charcoal; In acetic acid; at 15 - 20 ℃; for 20h; under 51714.8 Torr;

DOI:10.1021/jo00359a021

upstream raw materials:

Ketene

3-oxopentanedioic acid dimethyl ester

(R)-1-phenyl-ethyl-amine

acetic anhydride

Downstream raw materials:

(2R,3R,4S)-2-Methyl-6-oxo-4-(1-phenyl-ethylamino)-tetrahydro-pyran-3-carboxylic acid methyl ester

<2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-phenylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride

<2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-phenylethyl)amino>-2H-pyran-3-carboxylic acid hydrochloride

<2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride

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