N-Acetyl-DL-norleucine methyl ester

Base Information

• Chemical Name: N-Acetyl-DL-norleucine methyl ester
• CAS No.: 56247-43-9
• Molecular Formula: C9H17NO3
• Molecular Weight: 187.239
• Mol file: 56247-43-9.mol

Synonyms:N-Acetyl-DL-norleucine methyl ester

Chemical Property of N-Acetyl-DL-norleucine methyl ester

Chemical Property:

• PSA: 55.40000
• LogP: 1.24520

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Acetyl-DL-norleucine methyl ester

There total 3 articles about N-Acetyl-DL-norleucine 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:

Methyl 2-acetamidoacrylate (35356-70-8) + 1-propylmagnesium chloride (2234-82-4) → N-acetylnorleucine methyl ester (56247-43-9)

Guidance literature:

With ammonium chloride; copper(l) iodide; Yield given. Multistep reaction; 1.)THF, 0 deg C, 30 min;

DOI:10.1016/S0040-4039(00)98742-2

Reference yield:

methyl N-acetylglycinate (1117-77-7) → N-acetylnorleucine methyl ester (56247-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / Irradiation

2: 1.) CuCN / 1.) from -78 deg C to 0 deg C, THF; 2.) -78 deg C, THF, 1 h

With bromine;

DOI:10.1016/S0040-4020(01)86046-4

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + N-acetyl-α-bromoglycine methyl ester (126484-84-2) → N-acetylnorleucine methyl ester (56247-43-9)

Guidance literature:

With 1.) CuCN; Yield given. Multistep reaction; 1.) from -78 deg C to 0 deg C, THF; 2.) -78 deg C, THF, 1 h;

DOI:10.1016/S0040-4020(01)86046-4

upstream raw materials:

n-butyllithium

N-acetyl-α-bromoglycine methyl ester

Methyl 2-acetamidoacrylate

1-propylmagnesium chloride

Downstream raw materials:

L-Norleucine

N-acetylnorleucine

N-Acetyl-L-2-aminohexanoic acid

(2R)-methyl 2-acetamidohexanoate

Refernces

• 1、 Cardellicchio, C.,Fiandanese, V.,Marchese, G.,Naso, F.,Ronzini, L.. "SYNTHESIS OF α-AMINO ACID DERIVATIVES BY COPPER(I)-CATALYZED CONJUGATE ADDITION OF GRIGNARD REAGENTS TO METHYL 2-ACETAMIDOACRYLATE". . p. 4387 - 4390. Retrieved 2007/10/02.