(2S,3R)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-4-phenylbutanoic acid

• ChemBase ID: 130907
• Molecular Formular: C15H21NO5
• Molecular Mass: 295.33094
• Monoisotopic Mass: 295.14197278
• SMILES: CC(C)(C)OC(=O)N[C@H](Cc1ccccc1)[C@@H](C(=O)O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H]([C@@H](C(=O)O)O)Cc1ccccc1
• InChI: InChI=1S/C15H21NO5/c1-15(2,3)21-14(20)16-11(12(17)13(18)19)9-10-7-5-4-6-8-10/h4-8,11-12,17H,9H2,1-3H3,(H,16,20)(H,18,19)/t11-,12+/m1/s1
• InChIKey: BHTRKISIDQZUQX-NEPJUHHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-4-phenylbutanoic acid
• IUPAC Traditional name: (2S,3R)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutanoic acid
• Synonyms: Boc-(2S,3R)-3-amino-2-hydroxy-4-phenylbutyric acid; (2S,3R)-3-(Boc-amino)-2-hydroxy-4-phenylbutyric acid; Boc-(2S,3R)-3-氨基-2-羟基-4-苯基丁酸; (2S,3R)-3-(Boc-氨基)-2-羟基-4-苯基丁酸

Database IDs

• CAS Number: 62023-65-8
• MDL Number: MFCD00057841
• Beilstein Number: 5909790
• PubChem SID: 162225185
• PubChem CID: 10756280

CALCULATED PROPERTIES

• Acid pKa: 3.9915767
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.42180705
• LogD (pH = 7.4): -1.2245042
• Log P: 1.9393775
• Molar Refractivity: 75.9518 cm^3
• Polarizability: 29.98698 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥98.0% (TLC); 97%
• Empirical Formula (Hill Notation): C15H21NO5

DETAILS

Sigma Aldrich - B3895

Application
用于制备苯丁抑制素及其类似物的新型保护性氨基酸。

Sigma Aldrich - 15059

Application
Novel protected amino acid for the preparation of bestatin and analogs.
Packaging
100 mg in glass bottle