Methyl Z-L-AlaninaMide

Base Information

• Chemical Name: Methyl Z-L-AlaninaMide
• CAS No.: 33628-84-1
• Molecular Formula: C₁₂H₁₆N₂O₃
• Molecular Weight: 236.271
• Mol file: 33628-84-1.mol

Synonyms:(S)-N-benzyloxycarbonyl-N'-methylalaninamide;L-Nα-Benzyloxycarbonylalaninmethylamid;N-Benzyloxycarbonyl-L-alaninmethylamid;Z-Ala-NH-CH3;N-benzoyloxycarbonyl-N'-methyl-L-alaninamide;

Chemical Property of Methyl Z-L-AlaninaMide

Chemical Property:

• PSA: 67.43000
• LogP: 1.82910
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

MethylZ-L-Alaninamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl Z-L-AlaninaMide

There total 5 articles about Methyl Z-L-AlaninaMide 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: 75.6%

N-Cbz-Ala (1142-20-7) + methylamine (74-89-5) → (S)-N-Benzyloxycarbonyl-alanine-N'-methylamide (38215-64-4,61280-88-4,33628-84-1)

Guidance literature:

N-Cbz-Ala; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

methylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2010.12.007

Reference yield:

N-Cbz-Ala (1142-20-7) → (S)-N-Benzyloxycarbonyl-alanine-N'-methylamide (38215-64-4,61280-88-4,33628-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 1 h / 0 °C

2: 1.9 g / ethanol

With thionyl chloride; In ethanol;

DOI:10.1016/S0040-4020(01)96507-X

Reference yield:

methylamine (74-89-5) + (N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester (3401-36-3) → (S)-N-Benzyloxycarbonyl-alanine-N'-methylamide (38215-64-4,61280-88-4,33628-84-1)

Guidance literature:

In chloroform; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2005.09.042

upstream raw materials:

N-Cbz-Ala

methylamine hydrochloride

methylamine

(S)-2-benzyloxycarbonylamino-propionic acid methyl ester

Downstream raw materials:

(S)-3,5-Dimethyl-4-oxo-imidazolidine-1-carboxylic acid benzyl ester

Z-Gly-Ala-NHCH₃

N-acetyl-N'-methyl-L-alanylamide

Refernces

• 1、 Maekawa, Kei,Kubo, Kanji,Igarashi, Tetsutaro,Sakurai, Tadamitsu. "Electron transfer-initiated asymmetric photocyclization of chiral auxiliary-substituted N-acyl-α-dehydro(1-naphthyl)alaninamides to the corresponding 3,4-dihydrobenzo[f]quinolinone derivatives". . p. 11211 - 11224. Retrieved 2007/10/03.
• 2、 Polonski, T.. "OPTICAL ACTIVITY OF LACTONES AND LACTAMS-IV CHIROPTICAL PROPERTIES OF 4-IMIDAZOLIDINONES". . p. 611 - 616. Retrieved 2007/10/02.