(R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE
- Product Name
- (R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE
- CAS No.
- 404577-34-0
- Chemical Name
- (R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE
- Synonyms
- Ibrutinib Impurity 113;(R)-1-Boc-3-mesyloxyl-piperidine;(R)-1-BOC-3-(Methylsulfonyloxy)piperidine;(R)-1-N-Boc-3-methanesulfonyloxypiperidine;(R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE;tert-butyl (3R)-3-methylsulfonyloxypiperidine-1-carboxylate;tert-butyl (R)-3-((methylsulfonyl)oxy)piperidine-1-carboxylate;(R)-3-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester;1-Piperidinecarboxylic acid, 3-[(methylsulfonyl)oxy]-, 1,1-dimethylethyl ester, (3R)-
- CBNumber
- CB22453132
- Molecular Formula
- C11H21NO5S
- Formula Weight
- 279.35
- MOL File
- 404577-34-0.mol
(R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE Property
- storage temp.
- 2-8°C
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H341Suspected of causing genetic defects
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P281Use personal protective equipment as required.
P308+P313IF exposed or concerned: Get medical advice/attention.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B663363
- Product name
- (R)-1-N-Boc-3-Methanesulfonyloxypiperidine
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CCH0031696
- Product name
- (R)-1-N-BOC-3-METHANESULFONYLOXYPIPERIDINE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.97
- Updated
- 2021/12/16
- Product number
- 8679BB
- Product name
- (R)-1-N-Boc-3-methanesulfonyloxypiperidine
- Packaging
- 1g
- Price
- $116
- Updated
- 2021/12/16
- Product number
- CCH0031696
- Product name
- (R)-1-N-BOC-3-METHANESULFONYLOXYPIPERIDINE
- Purity
- 95.00%
- Packaging
- 0.25G
- Price
- $674
- Updated
- 2021/12/16
- Product number
- P-4187
- Product name
- (R)-1-Boc-3-mesyloxyl-piperidine
- Purity
- 97%
- Packaging
- 5g
- Price
- $687.5
- Updated
- 2021/12/16
(R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE Chemical Properties,Usage,Production
Synthesis
124-63-0
143900-43-0
404577-34-0
General Steps: B: Synthesis of tert-butyl (R)-3-methanesulfonyloxypiperidine-1-carboxylate Methylsulfonyl chloride (1.73 ml, 22.5 mmol) was slowly added to a stirred solution of (R)-1-Boc-3-hydroxypiperidine (3.0 g, 15 mmol) and triethylamine (3.12 ml, 22.5 mmol) in methylene chloride (30 ml) in an ice bath (0-4 °C). After addition, stirring was continued at this temperature for 30 minutes, followed by slow warming to room temperature. After stirring for 2 hours at room temperature, aqueous sodium bicarbonate solution (50 ml) was added and stirred vigorously for 30 minutes. The reaction mixture was diluted with dichloromethane (300 ml) and aqueous sodium bicarbonate (300 ml), after partitioning, the organic phase was washed with water (200 ml), dried over magnesium sulfate, and concentrated to dryness under reduced pressure to give (R)-tert-butyl 3-methanesulfonyloxypiperidine-1-carboxylate as a semi-crystalline solid. 24B: Synthesis of tert-butyl (R)-3-methanesulfonyloxypiperidine-1-carboxylate A dichloromethane (30 ml) solution of methanesulfonyl chloride (3.73 ml, 48.45 mmol) was slowly added dropwise at 0°C to a dichloromethane (70 ml) solution of (R)-1-Boc-3-hydroxypiperidine (6.51 g, 32.3 mmol) and triethylamine (6.8 ml, 48.45 mmol). After the dropwise addition, the reaction was stirred at 0°C for 2 hours. Saturated aqueous sodium bicarbonate solution (100 ml) was added slowly, partitioned, the organic phase was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure to give tert-butyl (R)-3-methanesulfonyloxypiperidine-1-carboxylate 9.03 g (100% yield). NMR (CDCl3, δ ppm): 4.73 (1H, m), 3.63 (2H, m), 3.44 (1H, m), 3.32 (1H, m), 3.05 (3H, s), 1.95 (2H, m), 1.83 (1H, m), 1.54 (1H, m), 1.46 (9H, s).
References
[1] Patent: US2007/135479, 2007, A1. Location in patent: Page/Page column 6; 13
[2] Patent: WO2007/65916, 2007, A1. Location in patent: Page/Page column 29
[3] MedChemComm, 2014, vol. 5, # 12, p. 1879 - 1886
[4] Patent: WO2017/12576, 2017, A1. Location in patent: Page/Page column 185
[5] Patent: CN103864673, 2016, B. Location in patent: Paragraph 0073-0075
(R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE Preparation Products And Raw materials
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