13730

(2R,3S)-(+)-3-(Benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoic acid ester

≥99.0% (sum of enantiomers, HPLC)

• Synonym(s): (2R,3S)-(+)-4-Benzyloxy-2,3-epoxy-1-butyl 4-nitrobenzoate
• Empirical Formula (Hill Notation): C₁₈H₁₇NO₆
• CAS Number: 78469-86-0
• Molecular Weight: 343.33
• Beilstein: 5383515
• MDL number: MFCD00043126
• UNSPSC Code: 12352005
• PubChem Substance ID: 57647111
• NACRES: NA.22

Properties

• Assay: ≥99.0% (sum of enantiomers, HPLC)
• form: solid
• optical activity: [α]20/D +34±1°, c = 0.5% in chloroform
• mp: 78-80 °C
• SMILES string: [O-][N+](=O)c1ccc(cc1)C(=O)OC[C@H]2O[C@H]2COCc3ccccc3
• InChI: 1S/C18H17NO6/c20-18(14-6-8-15(9-7-14)19(21)22)24-12-17-16(25-17)11-23-10-13-4-2-1-3-5-13/h1-9,16-17H,10-12H2/t16-,17+/m0/s1
• InChI key: XBAOYRZETQXAAE-DLBZAZTESA-N

Description

Other Notes

Stable precursor to (2R,3S)-(+)-3-(benzyloxymethyl)oxirane-2-methanol which is a versatile chiral building block ; Nucleophilic substitution at carbon C-1 ; Cuprous iodide catalyzed addition of Grignard reagents at C-2

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves