(S)-2-((tert-Butoxycarbonyl)(methyl)amino)butanoic acid

Base Information

• Chemical Name: (S)-2-((tert-Butoxycarbonyl)(methyl)amino)butanoic acid
• CAS No.: 101759-74-4
• Molecular Formula: C₁₀H₁₉NO₄
• Molecular Weight: 217.265
• Hs Code.: 2924190090
• DSSTox Substance ID: DTXSID601173505
• Nikkaji Number: J814.359E
• Mol file: 101759-74-4.mol

Synonyms:101759-74-4;(S)-2-((tert-Butoxycarbonyl)(methyl)amino)butanoic acid;N-Boc-(S)-2-(methylamino)butyric acid;Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]methylamino]-, (2S)-;(2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]butanoic acid;Boc-N-methyl-L-2-aminobutyric acid;MFCD17215563;Boc-MeAbu(2)-OH;SCHEMBL1162878;QIXDRLIEARGEQY-ZETCQYMHSA-N;DTXSID601173505;BEA75974;AKOS025146915;DS-8416;CS-0186157;C71082;EN300-1589375;(S)-2-(tert-butoxycarbonyl(methyl)amino)butanoic acid;(S)-2-(tert-butoxycarbonyl-methyl-amino)-butyric acid;(S)-2-((tert-Butoxycarbonyl)(methyl)amino)butanoicacid;(2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}butanoic acid;(2S)-2-[(TERT-BUTOXYCARBONYL)(METHYL)AMINO]BUTANOIC ACID;(2S)-2-[[(1,1-Dimethylethoxy)carbonyl]methylamino]butanoic acid

Chemical Property of (S)-2-((tert-Butoxycarbonyl)(methyl)amino)butanoic acid

Chemical Property:

• Boiling Point: 312.4±21.0 °C(Predicted)
• PKA: 4.01±0.10(Predicted)
• Density: 1.089±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 217.13140809
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

98.5% ^*data from raw suppliers

(S)-2-((tert-Butoxycarbonyl)(methyl)amino)butanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (S)-2-((tert-Butoxycarbonyl)(methyl)amino)butanoic acid

There total 6 articles about (S)-2-((tert-Butoxycarbonyl)(methyl)amino)butanoic 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: 98.0%

Boc-Abu (34306-42-8) + methyl iodide (74-88-4) → (2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}butanoic acid (140224-14-2,101759-74-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 18h;

Reference yield:

N-((1R,2R)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-2-methylamino-butyramide → (2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}butanoic acid (140224-14-2,101759-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / H₂O / 10 h / Heating

With sodium hydroxide; In water;

DOI:10.1021/ja9624073

Reference yield:

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) → (2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}butanoic acid (140224-14-2,101759-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dioxane; H₂O / 4 h / Ambient temperature

2: NaH / tetrahydrofuran / 24 h / Ambient temperature

With sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1016/S0040-4020(01)80978-9

upstream raw materials:

carbon dioxide

Methyl-((R)-1-tributylstannanyl-propyl)-carbamic acid tert-butyl ester

Boc-Abu

methyl iodide