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699918

Sigma-Aldrich

(R)-N-[(1R,2R)-2-(3-(3,5-Bis(trifluoromethyl)phenyl)ureido)cyclohexyl]-tert-butyl-sulfinamide

96%

Empirical Formula (Hill Notation):
C19H25F6N3O2S
CAS Number:
Molecular Weight:
473.48
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

solid

mp

173-181 °C

SMILES string

CC(C)(C)S(=O)N[C@@H]1CCCC[C@H]1NC(=O)Nc2cc(cc(c2)C(F)(F)F)C(F)(F)F

InChI

1S/C19H25F6N3O2S/c1-17(2,3)31(30)28-15-7-5-4-6-14(15)27-16(29)26-13-9-11(18(20,21)22)8-12(10-13)19(23,24)25/h8-10,14-15,28H,4-7H2,1-3H3,(H2,26,27,29)/t14-,15-,31-/m1/s1

InChI key

WMIJNZVQFOPOBW-ZHANGXNJSA-N

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This Item
904805690481690600
assay

96%

assay

≥95%

assay

≥89.0%, 90%

assay

≥90.0% (HPLC)

form

solid

form

powder or crystals

form

lumps

form

lumps

mp

173-181 °C

mp

144-160 °C

mp

-

mp

-

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

Application

(R)-N-[(1R,2R)-2-(3-(3,5-Bis(trifluoromethyl)phenyl)ureido)cyclohexyl]-tert-butyl-sulfinamide is a sulfinamide-urea based chiral catalyst that can be used to synthesize:
  • Enantioselective homoallylic amines by asymmetric allylation of acylhydrazones with allylindium reagents.
  • Tetrahydroquinolines via an asymmetric Povarov reaction.
  • 2-aryl-substituted cycloalkanones by enantioselective protonation of corresponding trimethylsilyl enol ethers.

Hazard Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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