2-Boc-7-oxo-2-Azaspiro[4.4]nonane
- Product Name
- 2-Boc-7-oxo-2-Azaspiro[4.4]nonane
- CAS No.
- 1319716-42-1
- Chemical Name
- 2-Boc-7-oxo-2-Azaspiro[4.4]nonane
- Synonyms
- 2-Boc-2-azaspiro[4.4]nonan-7-one;2-Boc-7-oxo-2-Azaspiro[4.4]nonane;2-Boc-7-oxo-2-Azaspiro[4.4]nonane - X10653;tert-butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate;tert-butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate(WX101862);2-Azaspiro[4.4]nonane-2-carboxylic acid, 7-oxo-, 1,1-dimethylethyl ester
- CBNumber
- CB02704182
- Molecular Formula
- C13H21NO3
- Formula Weight
- 239.31
- MOL File
- 1319716-42-1.mol
2-Boc-7-oxo-2-Azaspiro[4.4]nonane Property
- Boiling point:
- 348.6±25.0 °C(Predicted)
- Density
- 1.12±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- -0.76±0.20(Predicted)
- Appearance
- White to light yellow Solid
- CAS DataBase Reference
- 1319716-42-1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B871895
- Product name
- tert-Butyl7-Oxo-2-azaspiro[4.4]nonane-2-carboxylate
- Packaging
- 25mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- X10653
- Product name
- 2-Boc-7-oxo-2-Azaspiro[4.4]nonane
- Purity
- 97.0%
- Packaging
- 25mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- CS-0048133
- Product name
- tert-Butyl7-oxo-2-azaspiro[4.4]nonane-2-carboxylate
- Purity
- ≥97.0%
- Packaging
- 100mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- CS-0048133
- Product name
- tert-Butyl7-oxo-2-azaspiro[4.4]nonane-2-carboxylate
- Purity
- ≥97.0%
- Packaging
- 250mg
- Price
- $380
- Updated
- 2021/12/16
- Product number
- CHM1051487
- Product name
- TERT-BUTYL-7-OXO-2-AZASPIRO[4.4]NONANE-2-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $505.6
- Updated
- 2021/12/16
2-Boc-7-oxo-2-Azaspiro[4.4]nonane Chemical Properties,Usage,Production
Uses
tert-Butyl 7-Oxo-2-azaspiro[4.4]nonane-2-carboxylate is a useful reagent for preparing inhibitors of the menin-MLL interaction.
Synthesis
1319716-41-0
1319716-42-1
7-Hydroxy-2-azaspiro[4.4]nonane-2-carboxylic acid tert-butyl ester (2.10 g, 8.70 mmol) was used as starting material and suspended in anhydrous dichloromethane (25 mL). Dess-Martin oxidizer (4.43 g, 10.44 mmol) was added to the suspension at 0 °C and under nitrogen protection. Subsequently, the reaction mixture was warmed to room temperature and stirred overnight. Upon completion of the reaction, the mixture was cooled to 0 °C, diluted by the addition of dichloromethane (50 mL), and then quenched by the addition of saturated aqueous sodium bicarbonate (30 mL) and saturated aqueous sodium thiosulfate (30 mL), in that order. The organic phase was separated and washed again with a mixture of saturated aqueous sodium bicarbonate solution (15 mL) and saturated aqueous sodium thiosulfate solution (15 mL). The aqueous phase was back-extracted with dichloromethane (50 mL × 3). All organic phases were combined, washed with saturated brine (50 mL), dried over anhydrous sodium sulfate, and filtered. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, v/v = 3/1) to afford tert-butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate as a yellow liquid (1.30 g, 62% yield). Mass spectrum (ESI, positive ion mode) m/z: 184.2 [(M-C4H8)+ H]+; 1H NMR (600 MHz, CDCl3) δ (ppm): 3.56-3.36 (m, 2H), 3.36-3.24 (m, 2H), 2.39-2.32 (m, 2H), 2.32-2.19 (m, 2H), 2.04 -1.91 (m, 2H), 1.90-1.82 (m, 2H), 1.47 (s, 9H).
References
[1] Patent: WO2015/94803, 2015, A1. Location in patent: Paragraph 382
[2] Patent: WO2016/190847, 2016, A1. Location in patent: Paragraph 0394
[3] Patent: CN104974163, 2017, B. Location in patent: Paragraph 0725; 0726; 0727; 0728
[4] Patent: CN104672250, 2017, B. Location in patent: Paragraph 0688; 0689; 0690; 0691
[5] Tetrahedron Letters, 2011, vol. 52, # 32, p. 4204 - 4206
2-Boc-7-oxo-2-Azaspiro[4.4]nonane Preparation Products And Raw materials
Raw materials
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