(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-{[(4-methoxyphenyl)methyl]sulfanyl}-3-methylbutanoic acid

• ChemBase ID: 38861
• Molecular Formular: C18H27NO5S
• Molecular Mass: 369.47568
• Monoisotopic Mass: 369.16099397
• SMILES: [C@@H](C(SCc1ccc(cc1)OC)(C)C)(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: COc1ccc(cc1)CSC([C@H](C(=O)O)NC(=O)OC(C)(C)C)(C)C
• InChI: InChI=1S/C18H27NO5S/c1-17(2,3)24-16(22)19-14(15(20)21)18(4,5)25-11-12-7-9-13(23-6)10-8-12/h7-10,14H,11H2,1-6H3,(H,19,22)(H,20,21)/t14-/m0/s1
• InChIKey: NEUHEEDQLRFEIM-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-{[(4-methoxyphenyl)methyl]sulfanyl}-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-{[(4-methoxyphenyl)methyl]sulfanyl}-3-methylbutanoic acid
• Synonyms: Boc-D-Pen(pMeOBzl)-OH; Boc-S-(4-methoxybenzyl)-D-penicillamine; Boc-D-Pen(Mob)-OH; Boc-S-(4-甲氧苄基)-D-青霉胺

Database IDs

• CAS Number: 106306-57-4
• MDL Number: MFCD00076973
• Beilstein Number: 4238287
• PubChem SID: 161002168; 24849119
• PubChem CID: 7018786

CALCULATED PROPERTIES

• Acid pKa: 3.8222976
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7768116
• LogD (pH = 7.4): 0.20547363
• Log P: 3.4574745
• Molar Refractivity: 97.874 cm^3
• Polarizability: 38.609093 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

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): C18H27NO5S