tert-butyl N-[(1S)-1-{[(2S)-2-hydroxypropyl]carbamoyl}ethyl]carbamate

• ChemBase ID: 150657
• Molecular Formular: C11H22N2O4
• Molecular Mass: 246.30338
• Monoisotopic Mass: 246.15795719
• SMILES: C[C@@H](CNC(=O)[C@H](C)NC(=O)OC(C)(C)C)O
• Canonical SMILES: C[C@@H](CNC(=O)[C@@H](NC(=O)OC(C)(C)C)C)O
• InChI: InChI=1S/C11H22N2O4/c1-7(14)6-12-9(15)8(2)13-10(16)17-11(3,4)5/h7-8,14H,6H2,1-5H3,(H,12,15)(H,13,16)/t7-,8-/m0/s1
• InChIKey: QBYGMGDPOWAXSC-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-{[(2S)-2-hydroxypropyl]carbamoyl}ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-{[(2S)-2-hydroxypropyl]carbamoyl}ethyl]carbamate
• Synonyms: Boc-L-alanine (2S)-2-hydroxylpropylamide; Boc-L-丙氨酸-(2S)-2-羟基丙酰胺

Database IDs

• MDL Number: MFCD09750468
• PubChem SID: 162244818; 24885801
• PubChem CID: 10681878

CALCULATED PROPERTIES

• Acid pKa: 13.696804
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.056592535
• LogD (pH = 7.4): 0.05659234
• Log P: 0.056592535
• Molar Refractivity: 62.8003 cm^3
• Polarizability: 24.797245 Å^3
• Polar Surface Area: 87.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 71-80 °C
• Optical Rotation: [α]22/D -1.0°, c = 1 in chloroform

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C11H22N2O4

DETAILS

Sigma Aldrich - 684414

Application
Ligand for highly selective asymmetric transfer hydrogenation of prochiral ketones.1
Packaging
100, 500 mg in glass bottle