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

• ChemBase ID: 151446
• 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-/m0/s1
• InChIKey: DDXFSYLOWHQCEK-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 108957-20-6
• MDL Number: MFCD00191868
• Beilstein Number: 4506658
• PubChem SID: 24849102; 24865365; 162245599
• PubChem CID: 2756804

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: 78-80 °C(lit.); 80-82°C; 80-84 °C
• Optical Rotation: [α]20/D -18.0°, c = 1 in ethanol; [α]20/D -18±1°, c = 1% in ethanol

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: 2-8°C

Product Information

• Purity: ≥98.0% (TLC); 97%; 98%
• Grade: purum
• Linear Formula: ICH2CH[NHCO2C(CH3)3]CO2CH2C6H5

DETAILS

Sigma Aldrich - 406252

Packaging
500 mg in glass bottle