tert-butyl N-[(2R)-1-hydroxypropan-2-yl]carbamate

• ChemBase ID: 69558
• Molecular Formular: C8H17NO3
• Molecular Mass: 175.22548
• Monoisotopic Mass: 175.12084341
• SMILES: C([C@H](NC(=O)OC(C)(C)C)C)O
• Canonical SMILES: OC[C@H](NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C8H17NO3/c1-6(5-10)9-7(11)12-8(2,3)4/h6,10H,5H2,1-4H3,(H,9,11)/t6-/m1/s1
• InChIKey: PDAFIZPRSXHMCO-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2R)-1-hydroxypropan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2R)-1-hydroxypropan-2-yl]carbamate
• Synonyms: (R)-2-(Boc-amino)-1-propanol; Boc-D-alaninol; (R)-(+)-2-(tert-Butoxycarbonylamino)-1-propanol; N-Boc-D-alaninol; (R)-2-(Boc-amino)-1-propanol; Boc-D-Ala-ol; N-Boc-D-alaninol; tert-Butyl [(2R)-1-hydroxyprop-2-yl]carbamate; D-Alaninol, N-BOC protected; (2R)-2-Aminopropan-1-ol, N-BOC protected; N-Boc-D-Alaninol; (R)-2-(叔丁氧羰基氨基)-1-丙醇; Boc-D-丙氨醇; (R)-(+)-2-(叔丁氧羰基氨基)-1-丙醇; N-Boc-D-丙氨醇; (R)-2-(Boc-氨基)-1-丙醇; N-Boc-D-氨基丙醇

Database IDs

• CAS Number: 106391-86-0
• MDL Number: MFCD00235912
• Beilstein Number: 3648839
• PubChem SID: 24870609; 162035284
• PubChem CID: 13200309

CALCULATED PROPERTIES

• Acid pKa: 14.494527
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.5931115
• LogD (pH = 7.4): 0.5931115
• Log P: 0.5931115
• Molar Refractivity: 45.5029 cm^3
• Polarizability: 18.026667 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 56-61°C; 57-61 °C; 58-61 °C(lit.); 58-62°C
• Optical Rotation: [α]20/D +11°, c = 1 in chloroform; [α]20/D +8.6±0.5°, c = 1.2% in methanol; +11 (c=1 in chloroform)

Safety Information

• Storage Warning: IRRITANT; Irritant/Store at -20°C
• German water hazard class: 3
• TSCA Listed: false; 否

Product Information

• Purity: 95+%; 98%; 98%, ee 98%
• Grade: purum
• Optical Purity: ee: 98% (GLC)
• Linear Formula: CH3CH[NHCO2C(CH3)3]CH2OH
• Empirical Formula (Hill Notation): C8H17NO3

DETAILS

Sigma Aldrich - 469505

Application
Used in the synthesis of antithrombotic nipecotamides.1
Packaging
5 g in glass bottle