2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoic acid

• ChemBase ID: 155168
• Molecular Formular: C9H17NO5
• Molecular Mass: 219.23498
• Monoisotopic Mass: 219.11067265
• SMILES: CC(C)(C)OC(=O)NC(CCO)C(=O)O
• Canonical SMILES: OCCC(C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C9H17NO5/c1-9(2,3)15-8(14)10-6(4-5-11)7(12)13/h6,11H,4-5H2,1-3H3,(H,10,14)(H,12,13)
• InChIKey: PZEMWPDUXBZKJN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoic acid
• IUPAC Traditional name: 2-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoic acid
• Synonyms: Boc-L-homoserine; Boc-Homoser-OH

Database IDs

• CAS Number: 41088-86-2
• MDL Number: MFCD00057839
• PubChem SID: 162249306; 24891796
• PubChem CID: 4118627

CALCULATED PROPERTIES

• Acid pKa: 3.8952835
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6838058
• LogD (pH = 7.4): -3.2895858
• Log P: -0.07356416
• Molar Refractivity: 51.7794 cm^3
• Polarizability: 20.503893 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C9H17NO5

DETAILS

Sigma Aldrich - B4645

Biochem/physiol Actions
Boc-L-homoserine is N-terminal protected α amino acid used in organic synthesis of compounds such as the functionalizable methionine surrogate azidohomoalanine.