diethyl 2-acetamido-2-pentyl-propanedioate

Base Information

• Chemical Name: diethyl 2-acetamido-2-pentyl-propanedioate
• CAS No.: 5440-46-0
• Molecular Formula: C₁₄H₂₅NO₅
• Molecular Weight: 287.356
• Hs Code.: 2924199090
• Mol file: 5440-46-0.mol

Synonyms:Malonicacid, acetamidopentyl-, diethyl ester (6CI);Propanedioic acid,(acetylamino)pentyl-, diethyl ester (9CI);NSC 20170;Diethyl 2-acetamido-2-pentyl-propanedioate;Diethyl (acetylamino)(pentyl)propanedioate;

Chemical Property of diethyl 2-acetamido-2-pentyl-propanedioate

Chemical Property:

• Vapor Pressure: 4.09E-06mmHg at 25°C
• Melting Point: 43-45 °C
• Refractive Index: 1.455
• Boiling Point: 384.4 °C at 760 mmHg
• PKA: 12.26±0.46(Predicted)
• Flash Point: 186.3 °C
• PSA: 81.70000
• Density: 1.054 g/cm³
• LogP: 1.95870

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of diethyl 2-acetamido-2-pentyl-propanedioate

There total 5 articles about diethyl 2-acetamido-2-pentyl-propanedioate 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:

1-pentyl tosylate (4450-76-4) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → acetylamino-pentyl-malonic acid diethyl ester (5440-46-0)

Guidance literature:

2-acetylaminomalonic acid diethyl ester; With potassium tert-butylate; In tetrahydrofuran; at 60 ℃; for 2h;

1-pentyl tosylate; In tetrahydrofuran; for 48h; Further stages.; Heating;

DOI:10.1021/ja992749j

Reference yield:

pentan-1-ol (71-41-0) → acetylamino-pentyl-malonic acid diethyl ester (5440-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 3 h

2.1: t-BuOK / tetrahydrofuran / 2 h / 60 °C

2.2: tetrahydrofuran / 48 h / Heating

With pyridine; potassium tert-butylate; In tetrahydrofuran; 1.1: Tosylation / 2.1: Metallation / 2.2: Alkylation;

DOI:10.1021/ja992749j

Reference yield:

1-Bromopentane (110-53-2) + sodium diethylacetamidomalonate (30412-43-2,41679-89-4) → acetylamino-pentyl-malonic acid diethyl ester (5440-46-0)

Guidance literature:

With ethanol;

upstream raw materials:

1-Bromopentane

sodium diethylacetamidomalonate

2-acetylaminomalonic acid diethyl ester

Pentan-sulfonsaeure-p-tolylester

Downstream raw materials:

2-aminoheptanoic acid

(+/-)-2-Acetamino-heptansaeure-(1)

Refernces

• 1、 Van Hest, Jan C. M.,Kiick, Kristi L.,Tirrell, David A.. "Efficient incorporation of unsaturated methionine analogues into proteins in vivo". . p. 1282 - 1288. Retrieved 2007/10/03.