(4R)-5-(benzyloxy)-4-{[(benzyloxy)carbonyl]amino}-5-oxopentanoic acid

• ChemBase ID: 131860
• Molecular Formular: C20H21NO6
• Molecular Mass: 371.38384
• Monoisotopic Mass: 371.1368874
• SMILES: c1ccc(cc1)COC(=O)[C@@H](CCC(=O)O)NC(=O)OCc1ccccc1
• Canonical SMILES: OC(=O)CC[C@H](C(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C20H21NO6/c22-18(23)12-11-17(19(24)26-13-15-7-3-1-4-8-15)21-20(25)27-14-16-9-5-2-6-10-16/h1-10,17H,11-14H2,(H,21,25)(H,22,23)/t17-/m1/s1
• InChIKey: VWHKODOUMSMUAF-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-5-(benzyloxy)-4-{[(benzyloxy)carbonyl]amino}-5-oxopentanoic acid
• IUPAC Traditional name: (4R)-5-(benzyloxy)-4-{[(benzyloxy)carbonyl]amino}-5-oxopentanoic acid
• Synonyms: N-Cbz-D-glutamic acid α-benzyl ester; Z-D-glutamic acid 1-benzyl ester; N-Cbz-D-glutamic acid alpha-benzyl ester; Z-D-Glu-OBzl; N-Benzyloxycarbonyl-D-glutamic acid alpha-benzyl ester; Z-D-Glu-OBzl; N-Cbz-D-谷氨酸 α-苄酯; Z-D-谷氨酸 1-苄酯

Database IDs

• CAS Number: 65706-99-2
• MDL Number: MFCD00069647
• Beilstein Number: 5305848
• PubChem SID: 24890265; 162226137
• PubChem CID: 7018162

CALCULATED PROPERTIES

• Acid pKa: 3.9137948
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5087143
• LogD (pH = 7.4): -0.105294175
• Log P: 3.101116
• Molar Refractivity: 96.3494 cm^3
• Polarizability: 37.865612 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 11
• 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

Product Information

• Purity: ≥98.0% (TLC); 97%
• Empirical Formula (Hill Notation): C20H21NO6

DETAILS

Sigma Aldrich - 96125

Packaging
5 g in poly bottle