2-Methyl-N-(2-propenyl)alanine methyl ester

Base Information

• Chemical Name: 2-Methyl-N-(2-propenyl)alanine methyl ester
• CAS No.: 677703-51-4
• Molecular Formula: C8H15NO2
• Molecular Weight: 157.2102
• DSSTox Substance ID: DTXSID50477485
• Wikidata: Q82310232
• Mol file: 677703-51-4.mol

Synonyms:677703-51-4;2-Methyl-N-(2-propenyl)alanine methyl ester;SCHEMBL5954434;DTXSID50477485;ODOKDDNUZQBRMW-UHFFFAOYSA-N;AKOS011638733;Alanine,2-methyl-N-2-propenyl-,methyl ester(9ci)

Chemical Property of 2-Methyl-N-(2-propenyl)alanine methyl ester

Chemical Property:

• PSA: 38.33000
• LogP: 1.10450
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 157.110278721
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(=O)OC)NCC=C

Technology Process of 2-Methyl-N-(2-propenyl)alanine methyl ester

There total 2 articles about 2-Methyl-N-(2-propenyl)alanine 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: 11.0%

2-bromo-2-methylpropionic acid methyl ester (23426-63-3) + 1-amino-2-propene (107-11-9,30551-89-4) → methyl 2-(allylamino)-2-methylpropanoate (677703-51-4)

Guidance literature:

at 80 ℃; Neat (no solvent);

Reference yield:

2-amino-2-methylpropionic acid methyl ester (13257-67-5) + allyl bromide (106-95-6) → methyl 2-(allylamino)-2-methylpropanoate (677703-51-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 24h;

Reference yield:

methyl 2-(allylamino)-2-methylpropanoate (677703-51-4) → (E)-5-(5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-N-(1-(4-fluoro-3-isobutoxyphenyl)cyclopropyl)pent-3-ene-1-sulfonamide

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogencarbonate / diethyl ether / 4.5 h / 0 - 20 °C

2: dibutyl phosphate / toluene / 16 h / Reflux

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 48 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium hydrogencarbonate; dibutyl phosphate; In diethyl ether; dichloromethane; toluene;

upstream raw materials:

2-bromo-2-methylpropionic acid methyl ester

1-amino-2-propene

2-amino-2-methylpropionic acid methyl ester

allyl bromide

Refernces

• 1、 -. "2-Thiohydantoine derivative compounds and use thereof for the treatment of diabetes". Page/Page column 8. . Retrieved 2010/02/15.