![](/CAS/GIF/160586-68-5.gif)
4-(Toluene-4-sulfonyloxymethyl)-piperidine-1-carboxylic acid benzyl ester, 98 % synthesis
- Product Name:4-(Toluene-4-sulfonyloxymethyl)-piperidine-1-carboxylic acid benzyl ester, 98 %
- CAS Number:160586-68-5
- Molecular formula:C21H25NO5S
- Molecular Weight:403.49
![Tosyl chloride](/CAS/GIF/98-59-9.gif)
98-59-9
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$9.00/5g
![1-Cbz-4-hydroxymethylpiperidine](/CAS/GIF/122860-33-7.gif)
122860-33-7
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$5.00/1g
![4-(Toluene-4-sulfonyloxymethyl)-piperidine-1-carboxylic acid benzyl ester, 98 %](/CAS/GIF/160586-68-5.gif)
160586-68-5
21 suppliers
$175.00/1g
Yield:160586-68-5 95%
Reaction Conditions:
with pyridine at 0 - 20; for 19.6667 h;Inert atmosphere;
Steps:
F.1 Step 1:
Step 1:
Benzyl 4-((tosyloxy)methyl)piperidine-1-carboxylate
A stirred solution of benzyl 4-(hydroxymethyl)piperidine-1-carboxylate (49.86 g, 200 mmol) in anhydrous pyridine (200 mL) at 0° C. under nitrogen was added with portionwise p-toluenesulfonyl chloride (41.94 g, 220 mmol).
The reaction was stirred at 0° C. for 100 minutes before warming to room temperature.
After 18 hours the reaction mixture was re-cooled to 0° C. and aqueous saturated aqueous sodium hydrogen carbonate was cautiously added.
The resultant suspension was stirred at room temperature for 4 hours.
The suspension was filtered and the filter cake washed with water.
The solid was dried under vacuum in the presence of P2O5 to afford the title compound (76.47 g, 95%).
1H NMR (400 MHz, CDCl3); δ 7.77 (d, J=8.3 Hz, 2H), 7.37-7.29 (m, 7H), 5.10 (s, 2H), 4.17 (m, 2H), 3.85 (d, J=6.5 Hz, 2H), 2.74-2.73 (m, 2H), 2.45 (s, 3H), 1.92-1.80 (m, 1H), 1.67 (d, J=13.1 Hz, 2H), 1.18-1.06 (m, 2H).
References:
US2018/16267,2018,A1 Location in patent:Paragraph 0283; 0284
![4-Piperidinemethanol](/CAS/GIF/6457-49-4.gif)
6457-49-4
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![4-(Toluene-4-sulfonyloxymethyl)-piperidine-1-carboxylic acid benzyl ester, 98 %](/CAS/GIF/160586-68-5.gif)
160586-68-5
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$175.00/1g
![Benzyl chloroformate](/CAS/GIF/501-53-1.gif)
501-53-1
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$10.00/1g
![4-(Toluene-4-sulfonyloxymethyl)-piperidine-1-carboxylic acid benzyl ester, 98 %](/CAS/GIF/160586-68-5.gif)
160586-68-5
21 suppliers
$175.00/1g