2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester
- Product Name
- 2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester
- CAS No.
- 240401-27-8
- Chemical Name
- 2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester
- Synonyms
- benzyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate;7-Boc-2-oxa-7-azaspiro[3....;7-Boc-2-oxa-7-azaspiro[3.5]nonane;7-Boc-2-oxa-7-azaspiro[3.5]nonane,95%;7-Boc-2-oxa-7-azaspiro[3.5]nonane, 95%;2-Oxa-7-azaspiro[3.5]nonane-7-carboxylicacid;tert-butyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate;1,1-dimethylethyl 2-oxa-7-azaspiro[3,5]nonane-7-carboxylate;2-oxa-7-azaspiro[3,5]nonane-7-carboxylic acid tert-butyl ester;2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-diMethylethyl
- CBNumber
- CB91871851
- Molecular Formula
- C12H21NO3
- Formula Weight
- 227.3
- MOL File
- 240401-27-8.mol
2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester Property
- Melting point:
- 31-70°C
- Boiling point:
- 315.8±42.0 °C(Predicted)
- Density
- 1.10
- storage temp.
- -20°C
- pka
- -0.80±0.20(Predicted)
- form
- solid
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C12H21NO3/c1-11(2,3)16-10(14)13-6-4-12(5-7-13)8-15-9-12/h4-9H2,1-3H3
- InChIKey
- YVHPBSHIEPPQDC-UHFFFAOYSA-N
- SMILES
- C1C2(CCN(C(OC(C)(C)C)=O)CC2)CO1
Safety
- WGK Germany
- 3
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 759678
- Product name
- 7-Boc-2-oxa-7-azaspiro[3.5]nonane
- Purity
- 97%
- Packaging
- 100mg
- Price
- $107
- Updated
- 2023/06/20
- Product number
- B872380
- Product name
- tert-Butyl2-Oxa-7-azaspiro[3.5]nonane-7-carboxylate
- Packaging
- 500mg
- Price
- $240
- Updated
- 2021/12/16
- Product number
- O5937
- Product name
- 2-Oxa-7-azaspiro[3.5]nonane-7-carboxylicacidtert-butylester
- Purity
- 97.0%
- Packaging
- 50g
- Price
- $2770
- Updated
- 2021/12/16
- Product number
- 066974
- Product name
- 2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acidtert-butyl ester
- Packaging
- 5g
- Price
- $1130
- Updated
- 2021/12/16
- Product number
- O5937
- Product name
- 2-Oxa-7-azaspiro[3.5]nonane-7-carboxylicacidtert-butylester
- Purity
- 97.0%
- Packaging
- 25g
- Price
- $1430
- Updated
- 2021/12/16
2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester Chemical Properties,Usage,Production
Uses
It is used as an active pharmaceutical intermediate.
Synthesis
374794-84-0
240401-27-8
The general procedure for the synthesis of tert-butyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate from tert-butyl 4,4-bis(hydroxymethyl)piperidine-1-carboxylate was as follows: to a solution of tert-butyl 4,4-bis(hydroxymethyl)piperidine-1-carboxylate (60.0 g, 244.58 mmol) in anhydrous THF (1.2 L) was slowly added n-butyllithium ( nBuLi, 97.8 mL, 0.245 mol, 2.5 M) and the reaction mixture was stirred for 0.5 h at 0 °C. Subsequently, a solution of anhydrous THF (600 mL) of p-toluenesulfonyl chloride (TsCl, 46.6 g, 0.245 mmol) was added drop-wise, and the reaction process was monitored by thin-layer chromatography (TLC) until the feedstock was completely consumed, and stirring was continued for 1.5 hr at 0 °C. Again n-butyllithium (nBuLi, 97.8 mL, 0.245 mmol, 2.5 M) was added to the reaction mixture at 0 °C and stirred for 0.5 hours at 0 °C. Subsequently, the reaction mixture was warmed to 60 °C and stirred for 1 hour. Upon completion of the reaction, the reaction was quenched by addition of saturated ammonium chloride (NH4Cl, 400 mL) solution at 0 °C. After separation of the organic layer, the aqueous layer was extracted with ethyl acetate (EtOAc, 300 mL x 3). The combined organic phases were washed with brine (800 mL × 2), dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give the crude product (65 g). The crude product was purified by fast column chromatography (eluent: petroleum ether (PE):ethyl acetate (EtOAc) = 30:1 to 10:1) to afford the target compound 2-oxa-7-azaspiro[3.5]nonane-7-carboxylic acid tert-butyl ester (37.0 g, 66% yield) as a white solid. The structure of the product was confirmed by 1H NMR (CDCl3) and mass spectrometry (MS): 1H NMR (CDCl3): δ1.47 (s, 9H), 1.83 (t, 4H, J=5.6Hz), 3.35 (t, 4H, J=5.6Hz), 4.46 (s, 4H); MS: 127.9 [M-Boc+H]+.
References
[1] Tetrahedron Letters, 2011, vol. 52, # 26, p. 3266 - 3270
[2] Patent: CN104557871, 2017, B
2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester Preparation Products And Raw materials
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View Lastest Price from 2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester manufacturers
- Product
- 2-Oxa-7-azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dimethylethyl ester 240401-27-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2020-01-09