(4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane
(4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane (CAS 447440-43-9) is a chiral organosilicon compound with the empirical formula C13H18ClNOSi and a molecular weight of 267.83 g/mol. This reagent is specifically utilised in enantioselective allylation reactions, particularly for aldehydes, contributing to asymmetric synthesis methodologies. Its precise stereochemistry makes it valuable in chiral synthesis pathways.
- IUPAC
- (1S,2S)-pseudoephedrine allylchlorosilane,(4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazasilolidine,(4S,5S)-2-Chloro-3,4-dimethyl-5-phenyl-2-(2-propenyl)-1-oxa-3-aza-2-silacyclopentane
- Synonyms
- 447440-43-9C13H18ClNOSi(1S,2S)-pseudoephedrine allylchlorosilane(4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazasilolidine(4S,5S)-2-Chloro-3,4-dimethyl-5-phenyl-2-(2-propenyl)-1-oxa-3-aza-2-silacyclopentane
Enantioselective Allylation of Aldehydes
This compound serves as a key reagent in asymmetric synthesis, facilitating the enantioselective addition of an allyl group to aldehydes. This transformation is crucial for constructing chiral centres with high stereochemical control.
Chiral Synthesis
As a chiral building block or auxiliary, it enables the synthesis of complex molecules where specific stereoisomers are required. Its defined stereochemistry is imparted to the reaction products.
Organic Synthesis Reagent
Utilised in various organic transformations, particularly those requiring stereoselective allylation. It assists in the formation of carbon-carbon bonds with controlled stereochemistry.
| Molecular weight | 267.83 |
|---|---|
| Empirical formula | C13H18ClNOSi |
| Boiling point | 120 °C/5 mmHg |
| Density | 1.095 g/mL at 25 °C |
| Refractive index | n20/D 1.517 |
| Optical activity | [α]20/D 72.5°, c = 0.6 in ethanol (200 proof) |
| Application | Reagent used in the enantioselective allylation of aldehydes3 |
Hazard statements
- H226Flammable liquid and vapour
- H261In contact with water releases flammable gas
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P231Handle under inert gas
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
- P422
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 38 °C / 100.4 °F |
| Transport (UN / ADR) | UN 3132 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F,Xi |
| Risk statements (R) | 10-15-36/37/38 |
| Safety statements (S) | 26 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane used for?
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(4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane is used as a reagent in enantioselective allylation of aldehydes, contributing to asymmetric and chemical synthesis.
What is the CAS number and formula for this compound?
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The CAS number is 447440-43-9 and the empirical formula is C13H18ClNOSi.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical as a reagent for research and development purposes. The specific grade and purity are available on the product's Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.
How should (4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane be handled safely?
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This compound is a flammable liquid and vapour (H226) and may react with water/moisture (H261). It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Always use in a well-ventilated area with appropriate personal protective equipment, including eyeshields, gloves, and a suitable respirator. Handle away from ignition sources and incompatible materials.
Is this compound shipped internationally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents, including this compound.
How can I request a sample or quote?
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Please contact our sales team directly via our website or telephone to request a sample or a formal quotation for (4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane.
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