[2S-(2α,3β,8aβ)]-(+)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5H-oxazolo[3,2-a]pyridin-5-one
[2S-(2α,3β,8aβ)]-(+)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5H-oxazolo[3,2-a]pyridin-5-one (CAS: 116950-01-7) is a chiral bicyclic lactam with a molecular weight of 261.32 g/mol. This compound serves as a valuable template in asymmetric synthesis, enabling high levels of asymmetric induction across various chemical transformations. It is widely employed in advanced organic synthesis and the development of novel chiral molecules.
- Synonyms
- 2-a]pyridin-5-one, 116950-01-7, C15H19NO3
![[2S-(2α,3β,8aβ)]-(+)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5H-oxazolo[3,2-a]pyridin-5-one (C15H19NO3) — chemical structure, CAS 116950-01-7; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F116950-01-7.png&w=3840&q=75)
Chiral Building Block in Asymmetric Synthesis
This compound is a key chiral building block utilized in asymmetric synthesis. Its defined stereochemistry allows for precise control in the construction of complex chiral molecules. It facilitates high levels of asymmetric induction in a variety of chemical reactions.
Template for Cycloaddition Reactions
As a chiral bicyclic lactam, it functions as an effective template for cycloaddition reactions. These reactions, including Diels-Alder and other [4+2] cycloadditions, benefit from the stereochemical information inherent in the molecule, leading to enantioselective product formation.
Substrate for Alkylation and Conjugate Addition
The unique structure of this oxazolopyridinone derivative makes it suitable for stereoselective alkylation and conjugate addition reactions. These transformations are crucial for carbon-carbon bond formation in enantioselective syntheses.
Intermediate in Heterocyclic Synthesis
It is employed as a versatile intermediate in the synthesis of complex heterocyclic compounds. Its bicyclic structure and functional groups offer multiple points for further chemical modification, leading to diverse molecular scaffolds.
| Molecular weight | 261.32 |
|---|---|
| Empirical formula | C15H19NO3 |
| Assay | 98% |
| Optical activity | [α]23/D +14°, c = 1 in ethanol |
| Application | Chiral bicyclic lactams such as this are useful templates for asymmetric synthesis.1 High levels of asymmetric induction have been obtained in cycloadditions,2,3 alkylations,4,5,6 conjugate additions,7,8 annulations,9 and dihydroxylations.10 |
| Melting point | 96-100 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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 [2S-(2α,3β,8aβ)]-(+)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5H-oxazolo[3,2-a]pyridin-5-one used for?
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This compound is primarily used as a chiral building block and template in asymmetric synthesis. It is valuable for achieving high levels of asymmetric induction in reactions such as cycloadditions, alkylations, and conjugate additions, serving as an important intermediate in the synthesis of complex chiral molecules and heterocycles.
What is the CAS number and formula for this chemical?
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The CAS number for [2S-(2α,3β,8aβ)]-(+)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5H-oxazolo[3,2-a]pyridin-5-one is 116950-01-7. Its empirical formula is C15H19NO3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 98%. As per available data, it is not represented as USP, BP, or EP grade; it is suitable for research and chemical synthesis applications.
What are the safety and handling considerations for this product?
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This compound is classified as a warning substance and is known to cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be used when handling. Ensure adequate ventilation. Store in a dry place. P-statements include P261 (Avoid breathing dust) and P305 + P351 + P338 (IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing).
How is this chemical exported and shipped by TSS?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. This product is carefully packaged and exported according to international shipping regulations to ensure safe delivery to customers worldwide.
How can I request a sample or a quote for this product?
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To request a sample or obtain a quote for [2S-(2α,3β,8aβ)]-(+)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5H-oxazolo[3,2-a]pyridin-5-one, please visit the Tech Serve Solutions website or contact our sales department directly through the provided channels.
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