Boc-DL-3-Aminoisobutyric acid

Base Information

• Chemical Name: Boc-DL-3-Aminoisobutyric acid
• CAS No.: 16948-10-0
• Molecular Formula: C9H17 N O4
• Molecular Weight: 203.238
• Hs Code.: 2924199090
• European Community (EC) Number: 801-159-6
• DSSTox Substance ID: DTXSID70400614
• Nikkaji Number: J1.633.809E
• Mol file: 16948-10-0.mol

Synonyms:Boc-DL-3-Aminoisobutyric acid

Chemical Property of Boc-DL-3-Aminoisobutyric acid

Chemical Property:

• Vapor Pressure: 1.69E-05mmHg at 25°C
• Melting Point: 89-90℃ (ethyl ether pentane )
• Boiling Point: 339.5°C at 760 mmHg
• PKA: 4.53±0.10(Predicted)
• Flash Point: 159.1°C
• PSA: 75.63000
• Density: 1.101±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 1.62270
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 203.11575802
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

97% ^*data from raw suppliers

3-((tert-Butoxycarbonyl)amino)-2-methylpropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Boc-DL-3-Aminoisobutyric acid

There total 5 articles about Boc-DL-3-Aminoisobutyric 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: 99.0%

DL-3-aminoisobutyric acid (10569-72-9) + di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-3-amino-2(RS)-methylpropionic acid (16948-10-0)

Guidance literature:

With sodium hydroxide; tert-butyl alcohol; In water; at 30 ℃; for 18h;

DOI:10.1021/jo001583y

Reference yield: 72.0%

di-tert-butyl dicarbonate (24424-99-5) + ethyl 2-cyanopropionate (1572-99-2) → N-tert-butoxycarbonyl-3-amino-2(RS)-methylpropionic acid (16948-10-0)

Guidance literature:

With hydrogen; 5% rhodium on alumina; In tetrahydrofuran; for 18h; under 2844.39 Torr; Heating / reflux;

Reference yield:

di-t-butyl-dicarboxylate + (2S,2'R)-2-<<3'<(tert-butoxycarbonyl)amino>-2'-methylpropanoyl>oxy>-4-methylpentanoic acid (162465-19-2) → N-tert-butoxycarbonyl-3-amino-2(RS)-methylpropionic acid (16948-10-0)

Guidance literature:

With NaHSO₄; In 1,4-dioxane; water; ethyl acetate;

upstream raw materials:

DL-3-aminoisobutyric acid

1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate

di-tert-butyl dicarbonate

ethyl 2-cyanopropionate

Downstream raw materials:

benzyl 2-methyl-3-(tert-butyloxycarbonylamino)propionate

N-Boc-α-methyl-β-alanine N-carboxyanhydride

benzyl 2-methyl-3-(di-tert-butyloxycarbonylamino)propionate

(R)-(+)-α-methylbenzylammonium salt of (2R)-3-tert-butoxycarbonylamino-2-methylpropionic acid