tert-Butyl indoline-1-carboxylate
tert-Butyl indoline-1-carboxylate (CAS: 143262-10-6; C13H17NO2) is a key building block in organic synthesis. With a molecular weight of 219.28 g/mol, this compound is instrumental in the preparation of various complex molecules. Its applications span across chemical synthesis, particularly in the formation of aryl alkyl amines, substituted indolines, and in modular indole synthesis for biologically relevant structures.
- IUPAC
- N-(tert-Butoxycarbonyl)-2,3-dihydroindole
Preparation of Aryl Alkyl Amines
This compound serves as a reactant in alkylation reactions catalyzed by Palladium, facilitating the synthesis of aryl alkyl amines. This method is crucial for introducing specific amine functionalities into organic structures.
Synthesis of Allyl- and Arylindolines
It is employed as a reactant in the preparation of allyl- and arylindolines, which are important heterocyclic scaffolds in medicinal chemistry and material science.
Modular Indole Synthesis
The compound is a valuable reactant in modular indole synthesis strategies, notably contributing to the construction of complex tetracyclic structures like those found in nodulisporic acids.
Asymmetric Synthesis of β-Amino Esters
It participates in asymmetric synthesis via rhodium prolinate complex-catalyzed α-C-H activation and carbenoid insertion reactions, leading to the formation of chiral β-amino esters.
Synthesis of Substituted Indolines and Tetrahydroquinolines
This chemical is utilized in a cycloaddition approach for the preparation of substituted indolines and tetrahydroquinolines, expanding synthetic possibilities for these ring systems.
| Molecular weight | 219.28 |
|---|---|
| Empirical formula | C13H17NO2 |
| Assay | 98% |
| Boiling point | 83-84 °C/0.1 mmHg(lit.) |
| Application | • Reactant in preparation of aryl alkyl amines via alkylation reactions catalyzed by Pd1• Reactant in preparation of allyl- and arylindolines2• Reactant in modular indole synthesis of the highly strained CDEF parent tetracycle of nodulisporic acids A and B3• Reactant in asymmetric synthesis of β-amino esters via rhodium prolinate complex-catalyzed α-C-H activation / carbenoid insertion reactions4• Reactant in preparation of substituted indolines and tetrahydroquinolines via cycloaddition approach5 |
| Melting point | 46-50 °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 |
|---|---|
| Flash point | 110 °C / 230 °F |
| 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 tert-Butyl indoline-1-carboxylate used for?
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tert-Butyl indoline-1-carboxylate is used as a reactant in various organic synthesis applications, including the preparation of aryl alkyl amines, allyl- and arylindolines, and in modular indole synthesis for complex tetracyclic structures.
What is the CAS number and chemical formula for tert-Butyl indoline-1-carboxylate?
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The CAS number is 143262-10-6, and the empirical formula (Hill notation) is C13H17NO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies tert-Butyl indoline-1-carboxylate with a minimum purity of 98%. We do not represent this product as USP, BP, or EP grade.
What are the safety considerations when handling this chemical?
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This compound is a Warning, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, should be used. Handle in a well-ventilated area.
How is tert-Butyl indoline-1-carboxylate packed and shipped?
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tert-Butyl indoline-1-carboxylate is available for global export. Packaging details can be provided upon request, and shipments adhere to international transport regulations for chemicals.
How can I request a sample or quote for tert-Butyl indoline-1-carboxylate?
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To request a sample or quote, please contact the Tech Serve Solutions sales team through our website or by phone, referencing the product name and CAS number.
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