(2S)-2-Amino-N-benzyl-3-methylbutanamide

Base Information

• Chemical Name: (2S)-2-Amino-N-benzyl-3-methylbutanamide
• CAS No.: 120369-25-7
• Molecular Formula: C₁₂H₁₈N₂O
• Molecular Weight: 206.288
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20453857
• Nikkaji Number: J1.916.777A
• Wikidata: Q82275125
• ChEMBL ID: CHEMBL162249
• Mol file: 120369-25-7.mol

Synonyms:120369-25-7;N-Benzyl L-Valinamide;(2S)-2-Amino-N-benzyl-3-methylbutanamide;CHEMBL162249;L-valine benzylamide;N-Benzyl-L-valinamide;SCHEMBL1790982;DTXSID20453857;APGFMIYGVANCND-NSHDSACASA-N;BDBM50085125;(S)-2-Amino-N-benzyl-3-methylbutanamide;BS-25671;CS-0356792;2-Amino-N-benzyl-3-methyl-butyramide (COOH)2;EN300-177928;Z760042646

Chemical Property of (2S)-2-Amino-N-benzyl-3-methylbutanamide

Chemical Property:

• PSA: 58.61000
• LogP: 2.82670
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 206.141913202
• Heavy Atom Count: 15
• Complexity: 198

Purity/Quality:

N-BenzylL-Valinamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)NCC1=CC=CC=C1)N
• Isomeric SMILES: CC(C)[C@@H](C(=O)NCC1=CC=CC=C1)N

Technology Process of (2S)-2-Amino-N-benzyl-3-methylbutanamide

There total 31 articles about (2S)-2-Amino-N-benzyl-3-methylbutanamide 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: 100.0%

(9H-fluoren-9-yl)methyl(S)-(1-(benzylamino)-3-methyl-1-oxobutan-2-yl)carbamate (241160-62-3) → L-valine benzylamide (106566-02-3,120369-25-7,144902-31-8)

Guidance literature:

With diethylamine; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2018.08.052

Reference yield: 99.0%

tert-butyl (S)-1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate (67106-22-3) → L-valine benzylamide (106566-02-3,120369-25-7,144902-31-8)

Guidance literature:

tert-butyl (S)-1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate; With trifluoroacetic acid; at 20 ℃; for 1h;

With sodium hydroxide; water; In dichloromethane;

Reference yield: 96.0%

(S)-benzyl (1-(benzylamino)-3-methyl-1-oxobutan-2-yl)carbamate (20998-83-8) → L-valine benzylamide (106566-02-3,120369-25-7,144902-31-8)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; under 750.075 Torr;

DOI:10.1007/s11172-013-0132-z

upstream raw materials:

(S)-benzyl (1-(benzylamino)-3-methyl-1-oxobutan-2-yl)carbamate

tert-butyl (S)-1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate

diazomethane

benzylamine

Downstream raw materials:

SDZ 282396

SDZ 282327

SDZ 282215

SDZ 282540

Refernces

• 1、 -. "PROTEASOME INHIBITORS". Paragraph 0207-0208; 0209. . Retrieved 2019/11/19.
• 2、 Sabatini, Marco T.,Karaluka, Valerija,Lanigan, Rachel M.,Boulton, Lee T.,Badland, Matthew,Sheppard, Tom D.. "Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts". supporting information. p. 7033 - 7043. Retrieved 2018/05/04.