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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%

CAS-Nummer
33125-05-2
Synonyme
Boc-D-Phg-OH
N-(tert-Butoxycarbonyl)-D-phenylglycine

Größe Preis ($) Menge Verfügbarkeit
1g 38,60
5g 122,00
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N-Boc-D-phenylglycine, 99%

MDL
MFCD00062043

Chemische Eigenschaften

Formel
C13H17NO4
Molmasse
251.28
Schmelzpunkt
90-92°
Löslichkeit
Insoluble in water. Slightly soluble in DMSO and methanol.

Anwendungen

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.

Bemerkungen

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

Literaturverweise

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).

Weitere Referenzen

Beilstein
3033982
Harmonized Tariff Code
2924.29
TSCA
No

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