(3R,4R)-4-(benzyloxy)-3-{[(tert-butoxy)carbonyl]amino}pentanoic acid

• ChemBase ID: 39384
• Molecular Formular: C17H25NO5
• Molecular Mass: 323.3841
• Monoisotopic Mass: 323.17327291
• SMILES: C[C@H]([C@@H](CC(=O)O)NC(=O)OC(C)(C)C)OCc1ccccc1
• Canonical SMILES: OC(=O)C[C@H]([C@H](OCc1ccccc1)C)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C17H25NO5/c1-12(22-11-13-8-6-5-7-9-13)14(10-15(19)20)18-16(21)23-17(2,3)4/h5-9,12,14H,10-11H2,1-4H3,(H,18,21)(H,19,20)/t12-,14-/m1/s1
• InChIKey: FYZBABHQLFFCHH-TZMCWYRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-4-(benzyloxy)-3-{[(tert-butoxy)carbonyl]amino}pentanoic acid
• IUPAC Traditional name: (3R,4R)-4-(benzyloxy)-3-[(tert-butoxycarbonyl)amino]pentanoic acid
• Synonyms: Boc-O-benzyl-L-beta-homothreonine; (3R,4R)-4-Benzyloxy-3-(Boc-amino)pentanoic acid; Boc-O-benzyl-L-β-homothreonine; Boc-β-Homothr(Bzl)-OH; (3R,4R)-4-苄氧基-3-(叔丁氧羰基氨基)戊酸; Boc-O-苄基-L-β-高苏氨酸

Database IDs

• MDL Number: MFCD01862935
• Beilstein Number: 8428223
• PubChem SID: 24848967; 161002691
• PubChem CID: 2761547

CALCULATED PROPERTIES

• LogD (pH = 5.5): 1.6587476
• LogD (pH = 7.4): -0.105763465
• Log P: 2.7354743
• Molar Refractivity: 85.3209 cm^3
• Polarizability: 33.71864 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true
• Acid pKa: 4.4597516
• H Acceptors: 4
• H Donor: 2

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C17H25NO5

DETAILS

Sigma Aldrich - 14976

Packaging
1 g in poly tube