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

• ChemBase ID: 69469
• 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-/m0/s1
• InChIKey: PDAFIZPRSXHMCO-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 79069-13-9
• MDL Number: MFCD00043121
• Beilstein Number: 3648840
• PubChem SID: 162035195; 24849390; 24870610
• PubChem CID: 7023103

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: 57-61 °C; 59-62 °C(lit.); 59-62°C; 60-62°C
• Optical Rotation: [α]20/D -11°, c = 1 in chloroform; [α]20/D -8.6±0.5°, c = 1.2% in methanol; -8.6 (c=1.2 in methanol)

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%; 98%; 99%
• Grade: purum
• Optical Purity: ee: 98% (GLC)
• Linear Formula: CH3CH[NHCO2C(CH3)3]CH2OH
• Empirical Formula (Hill Notation): C8H17NO3

DETAILS

Sigma Aldrich - 469513

Packaging
5 g in glass bottle

Sigma Aldrich - 15394

Other Notes
A protected form of L-alaninol utilized as intermediate for the preparation of biologically active peptides and amino aldehydes1,2; Synthesis of pseudopeptides3