(R)-4-Amino-5-(tert-butoxy)-5-oxopentanoic acid

Base Information

• Chemical Name: (R)-4-Amino-5-(tert-butoxy)-5-oxopentanoic acid
• CAS No.: 25456-76-2
• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.238
• DSSTox Substance ID: DTXSID10427163
• Mol file: 25456-76-2.mol

Synonyms:h-d-glu-otbu;25456-76-2;(R)-4-Amino-5-(tert-butoxy)-5-oxopentanoic acid;(4R)-4-amino-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid;D-Glutamic acid 1-tert-butyl ester;(4R)-4-azaniumyl-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoate;H-D-Glu-OtBu-OH;SCHEMBL6740146;DTXSID10427163;CHEBI:180624;MFCD09842819;AKOS016003322;CS-W005891;FD21485;HY-W005891;DS-18099;EN300-316029;(4R)-4-Amino-5-tert-butoxy-5-oxopentanoic acid;A877585;(4R)-4-AMINO-5-(TERT-BUTOXY)-5-OXOPENTANOIC ACID

Chemical Property of (R)-4-Amino-5-(tert-butoxy)-5-oxopentanoic acid

Chemical Property:

• Vapor Pressure: 4.2E-05mmHg at 25°C
• Refractive Index: 1.475
• Boiling Point: 326.8 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 151.5 °C
• PSA: 89.62000
• Density: 1.133 g/cm³
• LogP: 1.22050
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Methanol (Slightly), Water (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 203.11575802
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-GlutamicAcid1-tert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(CCC(=O)O)N
• Isomeric SMILES: CC(C)(C)OC(=O)[C@@H](CCC(=O)O)N
• Uses: D-Glutamic acid 1-tert-butyl ester, is an aminoacid which is widely used in pharmaceutical and food industry. It is also used as a pharmaceutical intermediate. It is also an important organic intermediate.

Technology Process of (R)-4-Amino-5-(tert-butoxy)-5-oxopentanoic acid

There total 2 articles about (R)-4-Amino-5-(tert-butoxy)-5-oxopentanoic 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:

Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → t-butoxycarbonyl-γ-aminobutyric acid (25456-75-1,25456-76-2,45120-30-7)

Guidance literature:

With perchloric acid; In acetic acid tert-butyl ester;

Reference yield:

→ t-butoxycarbonyl-γ-aminobutyric acid (25456-75-1,25456-76-2,45120-30-7)

Guidance literature:

Z-Glu-O-t-Bu, H2/Pd-C;

Reference yield:

anhydride coupling-Isobutyl chloroformate + t-butoxycarbonyl-γ-aminobutyric acid (25456-75-1,25456-76-2,45120-30-7) + 6-amino-3-(pyridin-4-yl)-2-(4-fluorophenyl)-7-aza-indole (208104-11-4) → 6-(4'-t-butoxycarbonylamino-1'-oxo-butylamino)-3-(pyridin-4-yl)-2-(4-fluorophenyl)-7-aza-indole + 6-(4'-t-butoxy carbonylamino-2'-oxo-amino)-3-(4-pyridyl)-2-(4-fluoro-phenyl)-7-aza-indole

Guidance literature:

In tetrahydrofuran; ethyl acetate;

upstream raw materials:

Glutamic acid

Downstream raw materials:

Bzl-Glu-NTA

Refernces