3-IodoMethyl-piperidine-1-carboxylic acid benzyl ester synthesis
- Product Name:3-IodoMethyl-piperidine-1-carboxylic acid benzyl ester
- CAS Number:405090-65-5
- Molecular formula:C14H18INO2
- Molecular Weight:359.2
39945-51-2
129 suppliers
$19.00/1g
405090-65-5
11 suppliers
$504.50/5MG
Yield:405090-65-5 97%
Reaction Conditions:
with 1H-imidazole;iodine;triphenylphosphine in dichloromethane at 20; for 4.25 h;
Steps:
3-IODOMETHYLPIPERIDINE-L-CARBOXYLIC acid benzyl ester
To a stirred solution of PPh3 (3.5 g) in dry CH2Cl2 (60 mL) was added 12 (3.34 g) under N2. After stirred for 15 min, imidazole (1.03 g) was added in one portion, followed by addition of 3- HYDROXYMETHYLPIPERIDINE-L-CARBOXYLIC acid b enzyl ester (1.5 g, 6.02 mmol) in CH2C12 (5 mL). The reaction mixture was stirred at room temperature for 4 h, washed with 5% aqueous NAHS03 and brine, dried, and concentrated. The residue was purified by chromatography with hexane-EtOAc (4: 1) to give a viscous oil (2.1 g, 97%). 1H NMR (CDC13) 8 7.35 (M, 5H), 5.13 (s, 2H), 4. 15 (br s, 1H), 3.96 (dt, 1H, J= 13.2, 3.9 Hz), 3.07 (d, 2H, J= 6.3 Hz), 2.85 (M, 1H), 2.66 (br s, 1H), 1.94 (M, 1H), 1.74-1. 38 (M, 3H), 1.33- 1.17 (M, 1H) ; 13C NMR (CDC13) 8 155.10, 136.71, 128. 40,127. 89, 127.75, 67.02, 49.71, 44.31, 37.90, 31.21, 24.18, 9.52.
References:
WO2005/806,2005,A2 Location in patent:Page 85
4606-65-9
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$9.00/1g
405090-65-5
11 suppliers
$504.50/5MG
501-53-1
410 suppliers
$10.00/1g
405090-65-5
11 suppliers
$504.50/5MG