benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

• ChemBase ID: 70866
• Molecular Formular: C15H20ClNO2
• Molecular Mass: 281.7778
• Monoisotopic Mass: 281.11825657
• SMILES: N1[C@@H]2[C@H](C[C@H]1C(=O)OCc1ccccc1)CCC2.Cl
• Canonical SMILES: O=C([C@H]1N[C@@H]2[C@H](C1)CCC2)OCc1ccccc1.Cl
• InChI: InChI=1S/C15H19NO2.ClH/c17-15(18-10-11-5-2-1-3-6-11)14-9-12-7-4-8-13(12)16-14;/h1-3,5-6,12-14,16H,4,7-10H2;1H/t12-,13-,14-;/m0./s1
• InChIKey: HLXCXOQXUDRJLF-JKBZPBJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride
• IUPAC Traditional name: benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride
• Synonyms: (2S,3AS,6aS)-Benzyl octahydrocyclopenta-[b]pyrrole-2-carboxylate hydrochloride; (2S,3aS,6aS)-Benzyl octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride; (2S,3aS,6aS)-octahydro-Cyclopenta[b]pyrrole-2-carboxylic acid; (S,S,S)-2-Azabicyclo[3.3.0]octane-3-carboxylic Acid, Benzyl Ester, Hydrochloride; (S,S,S)-2-Azabicyclo-[3,3,0]-octane carboxylic acid benzylester hydrochloride; (S,S,S)-2-Azabicyclo[3,3,0]octane-3-carboxylic acid benzyl ester hydrochloride; Benzyl (S,S,S)-2-azabicyclo[3.3.0]octane-3-carboxylate hydrochloride; (S,S,S)-2-氮杂双环[3,3,0]辛烷羧酸苄酯 盐酸盐; (S,S,S)-2-氮杂双环[3,3,0]辛烷-3-羧酸苄酯 盐酸盐; (S,S,S)-2-氮杂双环[3.3.0]辛烷-3-羧酸苄酯盐酸盐

Database IDs

• CAS Number: 87269-87-2
• MDL Number: MFCD04974076
• PubChem SID: 162036574; 24880599
• PubChem CID: 13216857

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.42456844
• LogD (pH = 7.4): 2.1198795
• Log P: 2.6135702
• Molar Refractivity: 69.0582 cm^3
• Polarizability: 27.73149 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Thick Yellow Oil
• Melting Point: 176-180 °C(lit.)
• Optical Rotation: [α]20/D -26°, c = 1% in DMSO

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: 95+%; 97%
• Empirical Formula (Hill Notation): C15H19NO2 ·HCl

DETAILS

Sigma Aldrich - 570907

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - A795273

In intermediate in the synthesis of Ramipril.