benzyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-iodopropanoate

• ChemBase ID: 138968
• Molecular Formular: C15H20INO4
• Molecular Mass: 405.22807
• Monoisotopic Mass: 405.04370613
• SMILES: CC(C)(C)OC(=O)N[C@H](CI)C(=O)OCc1ccccc1
• Canonical SMILES: IC[C@H](C(=O)OCc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C15H20INO4/c1-15(2,3)21-14(19)17-12(9-16)13(18)20-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,19)/t12-/m1/s1
• InChIKey: DDXFSYLOWHQCEK-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-iodopropanoate
• IUPAC Traditional name: benzyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-iodopropanoate
• Synonyms: N-(tert-Butoxycarbonyl)-3-iodo-D-alanine benzyl ester; Boc-3-iodo-D-alanine benzyl ester; Boc-β-iodo-D-Ala-OBzl; N-(叔丁氧基羰基)-3-碘-D-丙氨酸苄酯; Boc-3-碘-D-丙氨酸苄酯

Database IDs

• CAS Number: 125942-79-2
• MDL Number: MFCD00191867
• Beilstein Number: 5854502
• PubChem SID: 162233219; 24849101
• PubChem CID: 13661681

CALCULATED PROPERTIES

• Acid pKa: 12.384459
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.5513005
• LogD (pH = 7.4): 3.5512967
• Log P: 3.5513008
• Molar Refractivity: 87.7329 cm^3
• Polarizability: 34.62021 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-84 °C(lit.)
• Optical Rotation: [α]20/D +18±1°, c = 1% in ethanol; [α]20/D +18°, c = 1 in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (TLC); 99%
• Linear Formula: ICH2CH[NHCO2C(CH3)3]CO2CH2C6H5

DETAILS

Sigma Aldrich - 15122

Packaging
1 g in poly tube