(3R-cis)-(−)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one
(3R-cis)-(−)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one (CAS: 302911-94-0) is a chiral bicyclic lactam with the molecular formula C10H15NO2 and a molecular weight of 181.23 g/mol. It is recognised for its ability to induce high levels of asymmetry. This compound serves as a valuable chiral building block in organic synthesis, particularly for asymmetric reactions such as cycloadditions, alkylations, and conjugate additions.
- Synonyms
- 302911-94-0, C10H15NO2
![(3R-cis)-(−)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one (C10H15NO2) — chemical structure, CAS 302911-94-0; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F302911-94-0.png&w=3840&q=75)
Asymmetric Synthesis
This compound facilitates high levels of asymmetric induction in various chemical reactions. It is particularly useful in stereoselective transformations, enabling the synthesis of enantiomerically enriched products.
Cycloaddition Reactions
It has demonstrated efficacy in promoting asymmetric cycloaddition reactions, providing stereocontrolled access to complex cyclic structures. This application is crucial in the development of pharmaceuticals and fine chemicals.
Alkylation and Conjugate Additions
The lactam is employed to achieve high asymmetric induction in alkylation and conjugate addition reactions. These processes are fundamental for carbon-carbon bond formation in complex molecule synthesis.
Chiral Building Block
As a heterocyclic chiral building block, it offers a defined stereochemical framework for constructing intricate molecular architectures. Its structure is amenable to further functionalisation.
| Molecular weight | 181.23 |
|---|---|
| Empirical formula | C10H15NO2 |
| Assay | 98% |
| Optical activity | [α]22/D −37°, c = 1 in chloroform |
| Application | High levels of asymmetric induction1 have been obtained with this chiral bicyclic lactam in cycloadditions,2,3 alkylations,4,5,6 conjugate additions,7,8 annulations,9 and dihydroxylations.10 |
| Melting point | 47-50 °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 (3R-cis)-(−)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one used for?
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This compound is primarily used in asymmetric synthesis to achieve high levels of asymmetric induction in reactions such as cycloadditions, alkylations, conjugate additions, annulations, and dihydroxylations. It functions as a valuable chiral building block.
What is the CAS number and chemical formula for this compound?
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The CAS number is 302911-94-0, and the empirical formula is C10H15NO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product at a purity of 98%. It is provided as a research or technical grade chemical; TSS does not represent it as USP, BP, EP, or pharmacopoeia grade.
How should (3R-cis)-(−)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one be handled?
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This compound is classified as a Warning with hazards H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be used. Handle in a well-ventilated area.
How is this chemical supplied and exported?
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This chemical is meticulously packed and exported globally by Tech Serve Solutions, adhering to all relevant shipping and safety regulations.
How can I request a sample or quote?
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To request a sample or a quotation for (3R-cis)-(−)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one, please contact our sales team through the website or by calling us directly.
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