393762

(4S-trans)-2,2-Dimethyl-α,α,α′,α′-tetra(2-naphthyl)-1,3-dioxolane-4,5-dimethanol

98%

• Synonym(s): (+)-2,3-O-Isopropylidene-1,1,4,4-tetra(2-naphthyl)-D-threitol, (+)-DINOL, (4S,5S)-2,2-Dimethyl-α,α,α′,α′-tetra(2-naphthyl)dioxolane-4,5-dimethanol
• Empirical Formula (Hill Notation): C₄₇H₃₈O₄
• CAS Number: 137365-16-3
• Molecular Weight: 666.80
• NACRES: NA.22
• PubChem Substance ID: 24864540
• UNSPSC Code: 12352005
• MDL number: MFCD00142323

Properties

• Product Name: (4S-trans)-2,2-Dimethyl-α,α,α′,α′-tetra(2-naphthyl)-1,3-dioxolane-4,5-dimethanol, 98%
• InChI: 1S/C47H38O4/c1-45(2)50-43(46(48,39-23-19-31-11-3-7-15-35(31)27-39)40-24-20-32-12-4-8-16-36(32)28-40)44(51-45)47(49,41-25-21-33-13-5-9-17-37(33)29-41)42-26-22-34-14-6-10-18-38(34)30-42/h3-30,43-44,48-49H,1-2H3/t43-,44-/m0/s1
• SMILES string: CC1(C)O[C@@H]([C@H](O1)C(O)(c2ccc3ccccc3c2)c4ccc5ccccc5c4)C(O)(c6ccc7ccccc7c6)c8ccc9ccccc9c8
• InChI key: QWADMRIAKWGVBF-CXNSMIOJSA-N
• assay: 98%
• optical activity: [α]20/D +116°, c = 1 in ethyl acetate
• optical purity: ee: 99% (HPLC)
• mp: 214-216 °C (lit.)

Description

Application

Reagent for the highly enantioselective addition of primary alkyl Grignards to ketones.[1] Chiral auxiliary used for the asymmetric addition of nucleophiles to carbonyls.[2][3]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)