(2S)-2-[bis(3,5-dimethylphenyl)[(trimethylsilyl)oxy]methyl]pyrrolidine hydrochloride

• ChemBase ID: 141413
• Molecular Formular: C24H36ClNOSi
• Molecular Mass: 418.08724
• Monoisotopic Mass: 417.22546899
• SMILES: Cc1cc(cc(c1)C(c1cc(cc(c1)C)C)([C@@H]1CCCN1)O[Si](C)(C)C)C.Cl
• Canonical SMILES: Cc1cc(C)cc(c1)C(c1cc(C)cc(c1)C)([C@@H]1CCCN1)O[Si](C)(C)C.Cl
• InChI: InChI=1S/C24H35NOSi.ClH/c1-17-11-18(2)14-21(13-17)24(26-27(5,6)7,23-9-8-10-25-23)22-15-19(3)12-20(4)16-22;/h11-16,23,25H,8-10H2,1-7H3;1H/t23-;/m0./s1
• InChIKey: WTDMRDKYLPARGO-BQAIUKQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[bis(3,5-dimethylphenyl)[(trimethylsilyl)oxy]methyl]pyrrolidine hydrochloride
• IUPAC Traditional name: (2S)-2-[bis(3,5-dimethylphenyl)[(trimethylsilyl)oxy]methyl]pyrrolidine hydrochloride
• Synonyms: (S)-2-[Bis(3,5-dimethylphenyl)(trimethylsilyloxy)methyl]pyrrolidine hydrochloride; (S)a,a-Bis(3,5-dimethylphenyl)prolinol trimethylsilyl ether hydrochloride; (S)-α,α-Bis(3,5-dimethylphenyl)-2-pyrrolidinemethanol trimethylsilyl ether hydrochloride; (S)-2-[双(3,5-二甲苯基)(三甲基硅氧基)甲基]吡咯烷 盐酸盐; (S)a,a-双(3,5-二甲苯基)脯氨醇三甲基硅醚; (S)-α,α-双(3,5-二甲苯基)-2-吡咯烷甲醇三甲基硅醚

Database IDs

• MDL Number: MFCD10566971
• PubChem SID: 162235647
• PubChem CID: 71310630

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.2606294
• LogD (pH = 7.4): 4.1256557
• Log P: 6.8311
• Molar Refractivity: 113.4736 cm^3
• Polarizability: 46.17822 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 159-162 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.5% (HPLC); 97%
• Optical Purity: enantiomeric excess: ≥96.5% (HPLC)
• Empirical Formula (Hill Notation): C24H35NOSi · HCl

DETAILS

Sigma Aldrich - 671428

Application
Catalyst for enantioselective ene reaction1; dienamine catalysis2; catalyst for alpha-sulfenylation of aldehydes3
Packaging
500 mg in glass bottle