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
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About This Item
Empirical Formula (Hill Notation):
C18H17NO6
CAS Number:
Molecular Weight:
343.33
Beilstein:
5383515
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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
Related Categories
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
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
Regulatory Information
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C.H. Behrens et al.
The Journal of Organic Chemistry, 50, 5687-5687 (1985)
T. Katsuki et al.
The Journal of Organic Chemistry, 47, 1373-1373 (1982)
W.R. Roush et al.
Tetrahedron Letters, 24, 1377-1377 (1983)
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