ChemicalBook > CAS DataBase List > (R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE

(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
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(R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE Property

storage temp. 
2-8°C
Appearance
White to off-white Solid
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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..…

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N-Bromosuccinimide Price

TRC
Product number
B663363
Product name
(R)-1-N-Boc-3-Methanesulfonyloxypiperidine
Packaging
50mg
Price
$45
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0031696
Product name
(R)-1-N-BOC-3-METHANESULFONYLOXYPIPERIDINE
Purity
95.00%
Packaging
5MG
Price
$501.97
Updated
2021/12/16
AK Scientific
Product number
8679BB
Product name
(R)-1-N-Boc-3-methanesulfonyloxypiperidine
Packaging
1g
Price
$116
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0031696
Product name
(R)-1-N-BOC-3-METHANESULFONYLOXYPIPERIDINE
Purity
95.00%
Packaging
0.25G
Price
$674
Updated
2021/12/16
Acrotein
Product number
P-4187
Product name
(R)-1-Boc-3-mesyloxyl-piperidine
Purity
97%
Packaging
5g
Price
$687.5
Updated
2021/12/16
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(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

Raw materials

Preparation Products

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(R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE Suppliers

Capot Chemical Co., Ltd
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AstaTech (Chengdu) Pharma. Co., Ltd.
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Amadis Chemical Company Limited
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Amatek Scientific Co. Ltd.
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Capot Chemical Co.,Ltd.
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Aikon International Limited
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404577-34-0, (R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATERelated Search:


  • (R)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE
  • (R)-3-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester
  • (R)-1-Boc-3-mesyloxyl-piperidine
  • (R)-1-N-Boc-3-methanesulfonyloxypiperidine
  • 1-Piperidinecarboxylic acid, 3-[(methylsulfonyl)oxy]-, 1,1-dimethylethyl ester, (3R)-
  • tert-butyl (3R)-3-methylsulfonyloxypiperidine-1-carboxylate
  • (R)-1-BOC-3-(Methylsulfonyloxy)piperidine
  • Ibrutinib Impurity 113
  • tert-butyl (R)-3-((methylsulfonyl)oxy)piperidine-1-carboxylate
  • 404577-34-0