cas 192124-66-6, N-BOC-N-[3-(BOC-AMINO)PROPYL]GLYCINE | Articles data ｜lookchem

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192124-66-6

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Chiral recognition by CD-sensitive dimeric zinc porphyrin host. 1. Chiroptical protocol for absolute configurational assignments of monoalcohols and primary monoamines
A general microscale protocol for the determination of absolute configurations of primary amino groups or secondary hydroxyl groups linked to a single stereogenic center is described. The chiral substrates are linked to the achiral trifunctional bidentate carrier molecule (3-aminopropylamino)acetic acid (1, H2NCH2CH2CH2NHCH2COOH) and the resultant conjugates are then complexed with dimeric zinc porphyrin host 2 giving rise to 1:1 host/guest sandwiched complexes. These complexes exhibit exciton-coupled bisignate CD spectra due to stereodifferentiation leading to preferred porphyrin helicity. Since the chiral sense of twist between the two porphyrins in the complex is dictated by the stereogenic center of the substrate, the sign of the couplet determines the absolute configuration at this center. The twist of the porphyrin tweezer in the complex can be predicted from the relative steric sizes of the groups flanking the stereogenic center, such that the bulkier group protrudes from the complex sandwich. In certain α-hydroxy esters and α-amino esters, electronic factors and hydrogen bonding govern the preferred conformation of the complex, and hence the CD spectra.
Kurtan,Nesnas,Li,Huang,Nakanishi,Berova
p. 5962 - 5973
(2007/10/03)

Building units for N-backbone cyclic peptides. Part 4. Synthesis of protected Nα-functionalized alkyl amino acids by reductive alkylation of natural amino acids
A new method for the synthesis of protected Nα-(ω-Y-alkyl) amino acids (Y is a thio, amino or carboxy group) and related compounds by reductive alkylation of natural amino acids is reported. These new amino acids serve as building units for the synthesis of backbone-cyclic peptides. They are orthogonally protected at the α-amino position by butoxycarbonyl (Boc) or 9-fluorenylmethoxycarbonyl (Fmoc), using trimethylsilyl temporary protection, to allow for their incorporation into peptides by solid phase peptide synthesis.
Bitan, Gal,Muller, Dan,Kasher, Ron,Gluhov, Evgenia V.,Gilon, Chaim
p. 1501 - 1510
(2007/10/03)

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Chemical Properties

Melting Point: 117.0 ~121.0 °C
Boiling Point: 472.958ºC at 760 mmHg
Flash Point:239.837ºC
Density: 1.131g/cm3
Solubility:slightly sol. in Methanol
Vapor Pressure: 0mmHg at 25°C
Refractive Index: 1.483
PSA: 105.17000
LogP: 2.61380

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