(R)-aminoglutethimide

Base Information

Chemical Name:(R)-aminoglutethimide
CAS No.:55511-44-9
Molecular Formula:C13H16N2O2
Molecular Weight:232.282
Hs Code.:
European Community (EC) Number:623-492-4
UNII:LUC985IS6T
DSSTox Substance ID:DTXSID501318980
Nikkaji Number:J231.950K
Wikidata:Q27124213
Metabolomics Workbench ID:58760
ChEMBL ID:CHEMBL2051951
Mol file:55511-44-9.mol

Synonyms:D-AG enantiomer;dexaminoglutethimide;L-AG enantiomer

Suppliers and Price of (R)-aminoglutethimide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
(R)-(+)-Aminoglutethimide 97%
500mg
$ 174.00

American Custom Chemicals Corporation
(R)-(+)-AMINOGLUTETHIMIDE 97.00%
5MG
$ 499.72

Total 6 raw suppliers

Chemical Property of (R)-aminoglutethimide

Chemical Property:

Vapor Pressure:1.5E-08mmHg at 25°C
Melting Point:115.5-119.5oC(lit.)
Boiling Point:457.4°Cat760mmHg
PKA:11.60±0.40(Predicted)
Flash Point:230.4°C
PSA：72.19000
Density:1.173g/cm³
LogP:1.73730
XLogP3:1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:232.121177757
Heavy Atom Count:17
Complexity:321

Purity/Quality:

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

(R)-(+)-Aminoglutethimide 97% ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CCC1(CCC(=O)NC1=O)C2=CC=C(C=C2)N
Isomeric SMILES:CC[C@@]1(CCC(=O)NC1=O)C2=CC=C(C=C2)N
Uses (R)-(+)-Aminoglutethimide can be used: As a building block for the development of cephalosporin based prodrug for antibody-directed enzyme prodrug therapy (ADEPT).To prepare (R)-3-ethyl-3-(4-(3,4,5-trimethoxybenzylamino)phenyl)piperidine-2,6-dione by reacting with 3,4,5-trimethoxybenzylamine via deaminative coupling reaction. To synthesize (R)-2-fluoro-2-(4-methoxyphenyl)-N-(R)-(+)-aminoglutethimide by enantioselective α-fluorination.

Technology Process of (R)-aminoglutethimide

There total 20 articles about (R)-aminoglutethimide 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:

: 125-84-8
aminoglutethimide

: 55511-44-9
(+)₄₀₄-3-(4-aminophenyl)-3-ethyl-2,6-piperidinedione

: 57288-03-6
(-)-3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione

Guidance literature:: With Chiral Pack IA; In tetrahydrofuran; hexane; at 25 ℃; Product distribution / selectivity; Resolution of racemate;

Reference yield:

: 170450-72-3
(R)-Diethyl 2-phenyl-2-ethylglutarate

: 55511-44-9
(+)₄₀₄-3-(4-aminophenyl)-3-ethyl-2,6-piperidinedione

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / aq. NaOH / ethanol / 4 h / Heating

2: 81 percent / 30percent NH₃ / 1 h / 180 - 200 °C

3: 85 percent / 63percent HNO₃, conc. H₂SO₄ / -10 °C

4: 94 percent / H₂ / 5percent Pd/C / ethanol

With ammonium hydroxide; sodium hydroxide; sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol;
DOI:10.1021/jo00122a064

Reference yield:

: 170450-70-1
(S)-Diethyl 2-phenyl-2-formylglutarate

: 55511-44-9
(+)₄₀₄-3-(4-aminophenyl)-3-ethyl-2,6-piperidinedione

Guidance literature:: Multi-step reaction with 6 steps

1: 61 percent / Me₃Al, Zn / tetrahydrofuran; hexane / 1 h / 0 °C

2: 95 percent / H₂ / 5percent Pd/C / ethanol

3: 89 percent / aq. NaOH / ethanol / 4 h / Heating

4: 81 percent / 30percent NH₃ / 1 h / 180 - 200 °C

5: 85 percent / 63percent HNO₃, conc. H₂SO₄ / -10 °C

6: 94 percent / H₂ / 5percent Pd/C / ethanol

With ammonium hydroxide; sodium hydroxide; sulfuric acid; hydrogen; trimethylaluminum; nitric acid; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane;
DOI:10.1021/jo00122a064