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41390

Sigma-Aldrich

(1R,exo,exo)-3-[N-(3,5-Dimethylphenyl)benzenesulfonamido]isoborneol

≥98.5% (sum of enantiomers, HPLC)

Synonym(s):

(1R,2S,3R)-(+)-3-[N-Benzenesulfonyl-N-(3,5-dimethylphenyl)amino]-2-bornanol

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About This Item

Empirical Formula (Hill Notation):
C24H31NO3S
CAS Number:
Molecular Weight:
413.57
Beilstein/REAXYS Number:
4715153
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:

assay

≥98.5% (sum of enantiomers, HPLC)

optical activity

[α]20/D +65±2°, c = 4% in chloroform

mp

122-125 °C (lit.)
122-125 °C

SMILES string

Cc1cc(C)cc(c1)N([C@H]2[C@@H](O)[C@]3(C)CC[C@H]2C3(C)C)S(=O)(=O)c4ccccc4

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Other Notes

Auxiliary for very efficient asymmetric reactions: asymmetric alkylation of its esters; asymmetric conjugate addition to its enoates; hydroxylation of its esters

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G. Helmchen et al.
Angewandte Chemie (International Edition in English), 96, 59-59 (1984)
Tetrahedron Letters, 26, 6051-6051 (1985)
G. Helmchen et al.
Tetrahedron Letters, 26, 6047-6047 (1985)
C. Tamm et al.
Helvetica Chimica Acta, 69, 615-615 (1986)

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