tert-butyl N-[(2S)-1-hydroxy-3-methylbutan-2-yl]carbamate

• ChemBase ID: 146377
• Molecular Formular: C10H21NO3
• Molecular Mass: 203.27864
• Monoisotopic Mass: 203.15214354
• SMILES: CC(C)[C@@H](CO)NC(=O)OC(C)(C)C
• Canonical SMILES: OC[C@H](C(C)C)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C10H21NO3/c1-7(2)8(6-12)11-9(13)14-10(3,4)5/h7-8,12H,6H2,1-5H3,(H,11,13)/t8-/m1/s1
• InChIKey: OOQRRYDVICNJGC-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S)-1-hydroxy-3-methylbutan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S)-1-hydroxy-3-methylbutan-2-yl]carbamate
• Synonyms: N-(tert-Butoxycarbonyl)-L-valinol; Boc-L-valinol; (S)-2-(Boc-amino)-3-methyl-1-butanol; N-(叔丁氧基羰基)-L-缬氨醇; (S)-2-(Boc-氨基)-3-甲基-1-丁醇; N-Boc-L-缬氨醇

Database IDs

• CAS Number: 79069-14-0
• MDL Number: MFCD00082635
• Beilstein Number: 4663728
• PubChem SID: 24868123; 24877893; 162240575
• PubChem CID: 7021464

CALCULATED PROPERTIES

• Acid pKa: 14.498428
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.4806068
• LogD (pH = 7.4): 1.4806067
• Log P: 1.4806068
• Molar Refractivity: 54.4985 cm^3
• Polarizability: 21.69024 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 208 °C(lit.)
• Flash Point: 185 °F; 85 °C
• Density: 0.995 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.449(lit.)
• Optical Rotation: [α]23/D -23°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (TLC); 96%
• Grade: purum
• Linear Formula: (CH3)2CHCH[NHCO2C(CH3)3]CH2OH
• Empirical Formula (Hill Notation): C10H21NO3

DETAILS

Sigma Aldrich - 444413

Application
Starting material for the synthesis of enantiopure homo-β-amino acids.1,2 Used in the efficient synthesis of enantiopure tetrahydroisoquinolines.3 Intermediate in the one-pot conversion of amino acid carbamates to N-derivatized 2-oxazolidinones.4
Packaging
1, 5 g in glass bottle