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33125-05-2 - N-Boc-D-phenylglycine, 99% - Boc-D-Phg-OH - N-(tert-Butoxycarbonyl)-D-phenylglycine - L18540 - Alfa Aesar

L18540 N-Boc-D-phenylglycine, 99%

Numéro de CAS
33125-05-2
Synonymes
Boc-D-Phg-OH
N-(tert-Butoxycarbonyl)-D-phenylglycine

Conditionnement Prix ($) Quantité Disponibilité
1g 38,60
5g 122,00
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N-Boc-D-phenylglycine, 99%

MDL
MFCD00062043

Propriétés chimiques

Formule
C13H17NO4
Poids moleculaire
251.28
Point de fusion
90-92°
Solubilité
Insoluble in water. Slightly soluble in DMSO and methanol.

Applications

It is a reagent of choice for assignment of absolute configuration of chiral primary amines by 1H NMR, giving better results than Mosher's acid ((R)-(+)-?-Methoxy-?-(trifluoromethyl)­phenyl­acetic acid. αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is D-(+)-2-Phenylglycine with Boc protecting group. (αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is used as part of a catalyst combination to catalyze regioselective [4 + 2] cycloadditions of β-substituted cyclic enones and polyconjugated malononitriles. It can also be used to catalyze stereoselective preparation of polyfunctional nitrocyclohexene carboxaldehydes.

Notes

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Références bibliographiques

En Zhang, et al. Organocatalytic Asymmetric Vinylogous α-Ketol Rearrangement: Enantioselective Construction of Chiral All-Carbon Quaternary Stereocenters in Spirocyclic Diketones via Semipinacol-Type 1,2-Carbon Migration.J. Am. Chem. Soc.,2009,131(41), 14626-14627.

AV Rama Rao, et al. A convenient diastereoselective total synthesis of andrimid.Tetrahedron Lett.,1991,32(34), 4393-4396.

Reagent of choice for assignment of absolute configuation of chiral primary amines by 1H NMR, giving better results than Mosher's acid ((R)-(+)-ɑ-Methoxy-ɑ-(trifluoromethyl)­phenyl­acetic acid, B22968): J. Org. Chem., 64, 4669 (1999).

Mentions de danger et de prudence du SGH

Mentions de prudence: P260-P201-P280-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
3033982
Code tarifaire harmonisé
2924.29
TSCA
No

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Analytique et matériel de laboratoire