N-ACETYL-L-CYSTEINE ALLYL ESTER

Base Information

• Chemical Name: N-ACETYL-L-CYSTEINE ALLYL ESTER
• CAS No.: 145452-04-6
• Molecular Formula: C₈H₁₃NO₃S
• Molecular Weight: 203.262
• Mol file: 145452-04-6.mol

Synonyms:N-Acetyl-L-cysteine Allyl Ester;N-Acetyl-L-cysteine 2-Propen-1-yl Ester;N-Acetylcysteine Allyl Ester;N-acetyl-L-cystein allyl ester;(R)-ALLYL 2-ACETAMIDO-3-MERCAPTOPROPANOATE;

Chemical Property of N-ACETYL-L-CYSTEINE ALLYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 42-44°C
• Boiling Point: 365.337oC at 760 mmHg
• Flash Point: 174.75oC
• PSA: 94.20000
• Density: 1.132g/cm3
• LogP: 0.54100
• Storage Temp.: -20°C Freezer
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethanol, Ethyl Acetate, Methanol

Purity/Quality:

98%min ^*data from raw suppliers

N-Acetyl-L-cysteine allyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-ACETYL-L-CYSTEINE ALLYL ESTER

There total 1 articles about N-ACETYL-L-CYSTEINE ALLYL 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: 45.0%

N-acetylcystein (616-91-1,7696-05-1) + allyl alcohol (107-18-6) → N-acetyl-L-cystein allyl ester (145452-04-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 1h; Heating;

DOI:10.1016/S0040-4020(97)01015-6

Reference yield: 81.0%

N-acetyl-L-cystein allyl ester (145452-04-6) → Lactacystin (133343-34-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; triethylamine; In tetrahydrofuran; for 1.5h; Ambient temperature;

DOI:10.1021/ja9541544

Reference yield:

N-acetyl-L-cystein allyl ester (145452-04-6) → (6R,7S)-lactacystin (133343-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / BOPCl, TEA / tetrahydrofuran / 2 h / 23 °C

2: Et₃N-HCO₂H, Pd(Ph₃P)4 / tetrahydrofuran / 12 h / 23 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; TEA; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylammonium formate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)61574-5

upstream raw materials:

N-acetylcystein

allyl alcohol

Downstream raw materials:

Lactacystin

(6R,7S)-lactacystin

(6R)-lactacystin

Refernces