(3S-cis)-(+)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one
(3S-cis)-(+)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one (CAS 116910-11-3), a chiral bicyclic lactam with molecular formula C10H15NO2 and molecular weight 181.23 g/mol, is an essential reagent in asymmetric synthesis. It is widely employed to achieve high levels of asymmetric induction in various organic transformations, serving as a valuable chiral building block for complex molecule construction.
- Synonyms
- 116910-11-3C10H15NO2
![(3S-cis)-(+)-2,3-Dihydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(7aH)-one (C10H15NO2) — chemical structure, CAS 116910-11-3; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F116910-11-3.png&w=3840&q=75)
Asymmetric Cycloadditions
This compound is utilised in cycloaddition reactions, facilitating the formation of chiral cyclic structures with high stereoselectivity.
Chiral Alkylation Reactions
It enables stereocontrolled alkylations, allowing for the precise introduction of alkyl groups into chiral molecules.
Conjugate Additions
The reagent is effective in asymmetric conjugate addition reactions, forming new carbon-carbon bonds with excellent enantiomeric control.
Annulation Strategies
It finds application in annulation processes, constructing ring systems with defined stereochemistry.
Asymmetric Dihydroxylation
This chiral auxiliary can be employed in dihydroxylation reactions to control the stereochemical outcome.
| Molecular weight | 181.23 |
|---|---|
| Empirical formula | C10H15NO2 |
| Assay | 98% |
| Optical activity | [α]20/D +41.0°, 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 | 46-49 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H312Harmful in contact with skin
- H332Harmful if inhaled
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 20/21/22 |
| 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 (3S-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 as a chiral auxiliary in asymmetric synthesis to achieve high levels of asymmetric induction in reactions such as cycloadditions, alkylations, conjugate additions, annulations, and dihydroxylations.
What is the CAS number and molecular formula?
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The CAS number is 116910-11-3 and the molecular formula is C10H15NO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 98%. We do not represent it as USP, BP, EP, or any other pharmacopoeia grade.
How should this chemical be handled safely?
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This chemical is harmful if swallowed, in contact with skin, or if inhaled (H302-H312-H332). Handle with a dust mask type N95 (US), eyeshields, and gloves in a well-ventilated area. Avoid breathing dust.
Is this chemical controlled or scheduled?
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The provided data does not indicate that this chemical is controlled or scheduled.
How is this chemical packed and exported?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and can provide details on packing and export upon request.
How can I request a sample or quote for this chemical?
+
Please contact Tech Serve Solutions directly to request a sample or obtain a quote for this product.
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