(S)-2-(((Benzyloxy)carbonyl)amino)-3-(methylamino)propanoic acid

Base Information

• Chemical Name: (S)-2-(((Benzyloxy)carbonyl)amino)-3-(methylamino)propanoic acid
• CAS No.: 160885-20-1
• Molecular Formula: C₁₂H₁₆N₂O₄
• Molecular Weight: 252.27
• DSSTox Substance ID: DTXSID80477296
• Mol file: 160885-20-1.mol

Synonyms:(S)-2-(((Benzyloxy)carbonyl)amino)-3-(methylamino)propanoic acid;160885-20-1;Cbz-beta-N-Methylamino-L-Ala;Cbz-|?-N-methylamino-L-Ala;(2S)-2-{[(BENZYLOXY)CARBONYL]AMINO}-3-(METHYLAMINO)PROPANOIC ACID;SCHEMBL12873775;DTXSID80477296;(S)-2-(benzyloxycarbonylamino)-3-(methylamino)propanoic acid;(2S)-3-(methylamino)-2-(phenylmethoxycarbonylamino)propanoic acid

Chemical Property of (S)-2-(((Benzyloxy)carbonyl)amino)-3-(methylamino)propanoic acid

Chemical Property:

• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 252.11100700
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

95+% ^*data from raw suppliers

(S)-2-(((benzyloxy)carbonyl)amino)-3-(methylamino)propanoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNCC(C(=O)O)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CNC[C@@H](C(=O)O)NC(=O)OCC1=CC=CC=C1

Technology Process of (S)-2-(((Benzyloxy)carbonyl)amino)-3-(methylamino)propanoic acid

There total 8 articles about (S)-2-(((Benzyloxy)carbonyl)amino)-3-(methylamino)propanoic acid 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: 78.0%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + methylamine (74-89-5) → N-(benzyloxycarbonyl)-β-methylamino-L-alanine (160885-20-1)

Guidance literature:

N-(benzyloxycarbonyl)-L-serine; With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -78 - 20 ℃; for 3h;

methylamine; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2007.01.149

Reference yield: 70.0%

methyltrimethylsilylamine (16513-17-0) + ((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester (26054-60-4) → N-(benzyloxycarbonyl)-β-methylamino-L-alanine (160885-20-1)

Guidance literature:

In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(00)78354-7

Reference yield:

C18H19N3O8S → N-(benzyloxycarbonyl)-β-methylamino-L-alanine (160885-20-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-hydroxyethanethiol; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/jacs.1c09616

upstream raw materials:

methyltrimethylsilylamine

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester

N-(benzyloxycarbonyl)-L-serine

methylamine