2-benzyl 1-tert-butyl (2S,4R)-4-benzyl-5-oxopyrrolidine-1,2-dicarboxylate

• ChemBase ID: 152090
• Molecular Formular: C24H27NO5
• Molecular Mass: 409.47488
• Monoisotopic Mass: 409.18892297
• SMILES: CC(C)(C)OC(=O)N1[C@@H](C[C@H](C1=O)Cc1ccccc1)C(=O)OCc1ccccc1
• Canonical SMILES: O=C(N1[C@@H](C[C@H](C1=O)Cc1ccccc1)C(=O)OCc1ccccc1)OC(C)(C)C
• InChI: InChI=1S/C24H27NO5/c1-24(2,3)30-23(28)25-20(22(27)29-16-18-12-8-5-9-13-18)15-19(21(25)26)14-17-10-6-4-7-11-17/h4-13,19-20H,14-16H2,1-3H3/t19-,20+/m1/s1
• InChIKey: LMILJTUPJYRGKN-UXHICEINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-benzyl 1-tert-butyl (2S,4R)-4-benzyl-5-oxopyrrolidine-1,2-dicarboxylate
• IUPAC Traditional name: 2-benzyl 1-tert-butyl (2S,4R)-4-benzyl-5-oxopyrrolidine-1,2-dicarboxylate
• Synonyms: (4R)-Boc-4-benzyl-L-pyroglutamic acid benzyl ester; Benzyl (2S,4R)-1-Boc-4-benzyl-5-oxo-2-pyrrolidinecarboxylate; (4R)-Boc-4-benzyl-Pyr-OBzl; (2S,4R)-1-Boc-4-苄基-5-氧代吡咯烷-2-羧酸苄酯; (4R)-Boc-4-苄基-L-焦谷氨酸苄酯; (4R)-Boc-4-苄基-Pyr-OBzl

Database IDs

• CAS Number: 203645-44-7
• MDL Number: MFCD04115779
• PubChem SID: 24873954; 162246235
• PubChem CID: 15388781

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.7639155
• LogD (pH = 7.4): 4.7639155
• Log P: 4.7639155
• Molar Refractivity: 111.7351 cm^3
• Polarizability: 44.031124 Å^3
• Polar Surface Area: 72.91 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥96.0% (HPLC)
• Empirical Formula (Hill Notation): C24H27NO5

DETAILS

Sigma Aldrich - 51747

Other Notes
Synthesis of serine protease inhibitors1
Packaging
500 mg in poly bottle