Fmoc-(R)-3-amino-3-(3-pyridyl)-propionic acid

C₂₃H₂₀N₂O₄CAS 511272-43-8388.42 g/mol

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Carbamate Carboxylic acid

Properties

Molecular formula: C₂₃H₂₀N₂O₄
Molar mass: 388.42 g/mol
Exact mass: 388.1423 Da
logP: 4.14Crippen estimate
Polar surface area: 88.5 Å²
H-bond donors / acceptors: 2 / 4
Rotatable bonds: 6
Stereocentres: Rin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

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Identifiers

CAS number

511272-43-8

SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@H](CC(=O)O)C4=CN=CC=C4

InChIKey

IZXATJNDHWFETN-OAQYLSRUSA-N

InChI

InChI=1S/C23H20N2O4/c26-22(27)12-21(15-6-5-11-24-13-15)25-23(28)29-14-20-18-9-3-1-7-16(18)17-8-2-4-10-19(17)20/h1-11,13,20-21H,12,14H2,(H,25,28)(H,26,27)/t21-/m1/s1

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 8.62 (d, J = 1.8 Hz, 1H), 8.62 (dd, J = 4.9, 1.8 Hz, 1H), 7.68 (dt, J = 7.7, 1.8 Hz, 1H), 7.65 (dd, J = 7.7, 1.6 Hz, 2H), 7.43 (m, J = 7.7, 1.6 Hz, 2H), 7.38 (m, J = 7.7, 1.6 Hz, 2H), 7.38 (m, J = 7.7, 1.6 Hz, 2H), 7.29 (dd, J = 7.7, 4.9 Hz, 1H), 5.42 (td, J = 7.0, 5.0 Hz, 1H), 4.80 (br d, J = 5.0 Hz, 1H), 4.78 (d, J = 7.0 Hz, 2H), 3.31 (t, J = 7.0 Hz, 1H), 3.01 (d, J = 7.0 Hz, 2H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 180.3, 156.3, 148.5, 148.1, 147.4, 139.4, 138.6, 134.6, 127.4, 127.3, 126.9, 126.4, 123.8, 79.4, 52.2, 45.0, 43.9.

[M + H]+

[M + H]+ Calcd for C23H21N2O4 389.1496

[M + Na]+

[M + Na]+ Calcd for C23H20N2NaO4 411.1315

[M − H]−

[M − H]− Calcd for C23H19N2O4 387.1350

Elemental analysis

Anal. Calcd for C23H20N2O4: C, 71.12; H, 5.19; N, 7.21.