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  • 720380 - (4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1-oxa-3-aza-2-silacyclopentane

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720380 Sigma-Aldrich

(4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1-oxa-3-aza-2-silacyclopentane

97%

Synonym: (1S,2S)-pseudoephedrine phenylchlorosilane, (4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazasilolidine

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Properties

Related Categories Asymmetric Synthesis, Carbonyl/Imine Addition, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents
assay   97%
density   1.146 g/mL at 25 °C
SMILES string   C[C@H]1[C@@H](O[Si](Cl)(N1C)c2ccccc2)c3ccccc3
InChI   1S/C16H18ClNOSi/c1-13-16(14-9-5-3-6-10-14)19-20(17,18(13)2)15-11-7-4-8-12-15/h3-13,16H,1-2H3/t13-,16+,20?/m0/s1
InChI key   NSZWPVQENFHZEA-DAHSEZPTSA-N

Description

Application

Leighton’s Strained Silacycles: Powerful Enantioselective Allylation Reagents

• Friedel-Crafts Alkylation with Acylhydrazones
• Acylhydrazone-Alkene [3+2] Cycloaddition Reactions

Packaging

1, 5 g in glass bottle

Legal Information

Patent pending. U.S. Patent Application No. 11/810,920

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
>230 °F
Flash Point(C) 
>110 °C

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Leighton’s Chiral Allylation Reagents

The asymmetric allylation of carbonyl compounds remains one of the most important and fundamental addition reactions for the synthesis of optically active chiral building blocks homoallylic alcohols.
Keywords: Addition reactions, Asymmetric synthesis, Building blocks, Medicinal chemistry, Reductions

Related Content

Leighton’s Strained Silacycles: Powerful Enantioselective Allylation Reagents

The asymmetric allylation of carbonyl compounds remains one of the most important and fundamental addition reactions for the synthesis of optically active chiral building blocks. Prof. James L. Leigh...
Keywords: Addition reactions, Aldrichimica Acta, Alkylations, Asymmetric synthesis, Building blocks, Cycloadditions, Friedel-Crafts Alkylation, Medicinal chemistry, Methods, Reductions

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