2,2-DiphenylglycineCAS# 3060-50-2 |
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| Cas No. | 3060-50-2 | SDF | Download SDF |
| PubChem ID | 18289 | Appearance | Powder |
| Formula | C14H13NO2 | M.Wt | 227.3 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 2-amino-2,2-diphenylacetic acid | ||
| SMILES | C1=CC=C(C=C1)C(C2=CC=CC=C2)(C(=O)O)N | ||
| Standard InChIKey | YBONNYNNFBAKLI-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C14H13NO2/c15-14(13(16)17,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,15H2,(H,16,17) | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
2,2-Diphenylglycine Dilution Calculator
2,2-Diphenylglycine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.3995 mL | 21.9974 mL | 43.9947 mL | 87.9894 mL | 109.9868 mL |
| 5 mM | 0.8799 mL | 4.3995 mL | 8.7989 mL | 17.5979 mL | 21.9974 mL |
| 10 mM | 0.4399 mL | 2.1997 mL | 4.3995 mL | 8.7989 mL | 10.9987 mL |
| 50 mM | 0.088 mL | 0.4399 mL | 0.8799 mL | 1.7598 mL | 2.1997 mL |
| 100 mM | 0.044 mL | 0.22 mL | 0.4399 mL | 0.8799 mL | 1.0999 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Aminative Umpolung cyclization for synthesis of chiral exocyclic vicinal diamines.[Pubmed:30276411]
Org Biomol Chem. 2018 Oct 17;16(40):7498-7502.
Chiral exocylic vicinal diamines are biologically and chemically important compounds, but they are not easy to make. In this paper, an interesting aminative Umpolung cyclization process has been developed. Aromatic aldehydes 6 bearing an electrophilic chiral sulfinimine group underwent imine formation with 2,2-Diphenylglycine (2), decarboxylation, and subsequent Umpolung cyclization, producing various trans-diamines 10 in 84-96% yields with high trans/cis ratios under very mild conditions. This work not only provides an efficient, clean, and mild method for the synthesis of chiral exocyclic vicinal diamines in one step but also represents a new application of aminative Umpolung strategy on intramolecular reactions.
Chiral Pyridoxal-Catalyzed Asymmetric Biomimetic Transamination of alpha-Keto Acids.[Pubmed:26580893]
Org Lett. 2015 Dec 4;17(23):5784-7.
A series of chiral pyridoxals 8 and 9 have been developed from commercially available pyridoxine and (S)-alpha,alpha-diarylprolinols. The pyridoxals exhibited good catalytic activity in an asymmetric transamination of alpha-keto acids with 2,2-Diphenylglycine (7f) as the amine source to give various alpha-amino acids in 29-85% yields with 53-80% ee's. The current asymmetric transamination has successfully mimicked a complete biological transamination process characterized by two half-transaminations, a small chiral pyridoxal molecule acting as the catalyst, and enantioselective control.
Decarboxylative Generation of 2-Azaallyl Anions: 2-Iminoalcohols via a Decarboxylative Erlenmeyer Reaction.[Pubmed:25885173]
Org Lett. 2015 May 1;17(9):2042-5.
Condensation between the tetrabutylammonium salt of 2,2-Diphenylglycine and aldehydes results in a decarboxylative Erlenmeyer reaction, affording 1,2-diaryl-2-iminoalcohols as a mixture of diastereomers in good yields. The diastereomeric ratio shifts over time, with the anti diastereomer and the syn oxazolidine tautomer serving as the kinetic and thermodynamic products, respectively. Addition of Lewis acids can catalyze the rates of reaction and product equilibration. The results highlight the stereochemical promiscuity of 1,2-diaryl-2-iminoalcohols in the presence of Lewis acids and Bronsted bases.
Aminative umpolung synthesis of aryl vicinal diamines from aromatic aldehydes.[Pubmed:24742159]
Org Lett. 2014 Apr 18;16(8):2118-21.
In this paper an aminative umpolung synthesis of aryl vicinal diamines from aldehydes and N-Ts imines is described. Electrophilic aromatic aldehydes were smoothly converted into delocalized 2-azaallylanions via condensation with 2,2-Diphenylglycine in methanol and subsequent decarboxylation in THF and underwent further reaction with N-Ts imines to give a variety of 1,2-diamine derivatives in good yields with high syn/anti diastereoselectivity.
Aminative umpolung of aldehydes to alpha-amino anion equivalents for Pd-catalyzed allylation: an efficient synthesis of homoallylic amines.[Pubmed:24437506]
Org Lett. 2014 Feb 7;16(3):720-3.
An attractive strategy for generation of alpha-amino anions from aldehydes with applications in synthesis of homoallylic amines is described. Aromatic aldehydes can be converted to alpha-amino anion equivalents via amination with 2,2-Diphenylglycine and subsequent decarboxylation. The in situ generated alpha-imino anions are highly reactive for Pd-catalyzed allylation, forming the corresponding homoallylic amines in high yields with excellent regioselectivity.
