(3S-cis)-(+)-Tetrahydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(6H)-one
(3S-cis)-(+)-Tetrahydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(6H)-one (CAS 98203-44-2, C10H17NO2) is a chiral bicyclic lactam with a molecular weight of 183.25 g/mol. This compound serves as a valuable template in asymmetric synthesis, enabling high levels of stereocontrol. It is particularly useful for constructing complex organic molecules, including natural and unnatural products, through various stereoselective reactions.
- Synonyms
- C10H17NO2
![(3S-cis)-(+)-Tetrahydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(6H)-one (C10H17NO2) — chemical structure, CAS 98203-44-2; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F98203-44-2.png&w=3840&q=75)
Asymmetric Synthesis of Natural Products
This chiral building block is employed in the stereoselective synthesis of complex natural products, where precise control over chirality is paramount.
Chiral Ligand Development
Its rigid bicyclic structure makes it a potential precursor for chiral ligands used in asymmetric catalysis, promoting enantioselective transformations.
Synthesis of Pharmaceutical Intermediates
The compound's defined stereochemistry is advantageous for building key intermediates in the development of stereochemically pure active pharmaceutical ingredients (APIs).
Stereoselective Cycloaddition Reactions
It has demonstrated utility in cycloaddition reactions, facilitating the creation of complex cyclic systems with high asymmetric induction.
| Molecular weight | 183.25 |
|---|---|
| Empirical formula | C10H17NO2 |
| Assay | 95% |
| Boiling point | 70 °C/0.4 mmHg(lit.) |
| Density | 1.027 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.473(lit.) |
| Optical activity | [α]27/D +90°, c = 2.8 in ethanol |
| Application | Chiral bicyclic lactams such as this are useful templates for the asymmetric synthesis of a variety of natural and unnatural products.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 |
Hazard statements
- H226Flammable liquid and vapour
- 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 | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 58 °C / 136.4 °F |
| Transport (UN / ADR) | UN 1224C 3 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36/37/39 |
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)-(+)-Tetrahydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(6H)-one used for?
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This compound is primarily used as a chiral building block in asymmetric synthesis for the preparation of complex organic molecules, including natural products and pharmaceutical intermediates.
What is the CAS number and formula for this chemical?
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The CAS number is 98203-44-2 and the empirical formula is C10H17NO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 95%. It is supplied as a research or technical grade material and is not represented as USP, BP, EP, or other pharmacopoeial grades.
How should (3S-cis)-(+)-Tetrahydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(6H)-one be handled safely?
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This compound is flammable (Flash Point 58 °C) and can cause skin (H315), eye (H319), and respiratory tract irritation (H335). Always use appropriate personal protective equipment, including eyeshields, gloves, and a suitable respirator, and ensure good ventilation when handling. Refer to the Safety Data Sheet for full details.
Is this chemical shipped internationally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and can ship this product internationally. Please contact us for shipping and export details.
How can I request a sample or quote?
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To request a sample or a quote for (3S-cis)-(+)-Tetrahydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(6H)-one, please use the contact form on our website or call our sales department.
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