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Safety Information

13730

Sigma-Aldrich

(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:
78469-86-0
Molecular Weight:
343.33
Beilstein:
5383515
MDL number:
MFCD00043126
UNSPSC Code:
12352005
PubChem Substance ID:
57647111
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

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

13730-VAR-F:
13730-5G-F:
13730-1G-F:
13730-BULK-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC0829V
060503/1
60503/1

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W.R. Roush et al.
Tetrahedron Letters, 24, 1377-1377 (1983)
T. Katsuki et al.
The Journal of Organic Chemistry, 47, 1373-1373 (1982)
C.H. Behrens et al.
The Journal of Organic Chemistry, 50, 5687-5687 (1985)

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