tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate
![tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate Structure](CAS2/GIF/1181816-12-5.gif)
- CAS No.
- 1181816-12-5
- Chemical Name:
- tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate
- Synonyms
- tert-butyl 6-oxo-2-azaspiro[3.4]octane-2-carboxylate;2-Boc-6-oxo-2-azaspiro[3....;6-oxo-2-azaspiro[3.3]hept...;2-Boc-6-oxo-2-azaspiro[3.3]heptane;6-oxo-2-azaspiro[3.3]heptane-2-carboxyL;tert-butyl 6-oxo-2-azaspiro[3.4]octane-2-ca;ert-Butyl6-oxo-2-azaspiro[3.3]heptane-2-carboxylate;Tert-butyl-6-oxo-2-azaspiro[3,3]heptane-2-carxylate;tert-Butyl 7-oxo-2-azaspiro[3.4]octane-2-carboxylate;tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate
- CBNumber:
- CB02470890
- Molecular Formula:
- C11H17NO3
- Molecular Weight:
- 211.26
- MOL File:
- 1181816-12-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/11 17:04:31
| Melting point | 114.5-116 °C |
|---|---|
| Boiling point | 314.7±42.0 °C(Predicted) |
| Density | 1.16±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| pka | -0.93±0.20(Predicted) |
| form | solid |
| color | Pale yellow |
| InChI | InChI=1S/C11H17NO3/c1-10(2,3)15-9(14)12-6-11(7-12)4-8(13)5-11/h4-7H2,1-3H3 |
| InChIKey | HQHRAGXKFOTSQE-UHFFFAOYSA-N |
| SMILES | C1C2(CC(=O)C2)CN1C(OC(C)(C)C)=O |
| CAS DataBase Reference | 1181816-12-5 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H319-H335-H302+H312+H332-H315 |
| Precautionary statements | P280-P301+P312-P304+P340 |
| HS Code | 2933998090 |
tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate Chemical Properties,Uses,Production
Uses
tert-Butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate is a reagent used for the preparation of γ-butyrolactone derivative via Baeyer-Villiger monooxygenase (BVMO)-catalyzed oxidation.
Synthesis
A solution of crude tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate (1.00 g,4.69mmol, 1.00 equiv) in dichloromethane(20 mL) was treated with Dess-Martin periodinane(2.10g,4.95 mmol, 1.06 equiv) in two batches a few min apart at 0 °C. After 10 min, the ice bath wasremoved, and the reaction was monitored by TLC (50% ethyl acetate, PMA stain). After 30 min.the reaction was diluted with ethyl acetate and washed twice with satd sodium bicarbonate. Theorganic layer was dried over sodium sulfate, filtered, and concentrated. The crude product waspurified by flash chromatography (80g silica gel, 10 to 50% ethyl acetate/heptane; pure fractionswere identified by TLC with PMA stain; an unidentified impurity elutes slightly earlier than theproduct) to give tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate as a white solid (721 mg,73%). mp 114.5-116C.
tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | China | 32760 | 60 | Inquiry |
| Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | China | 7287 | 58 | Inquiry |
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