1-(tert-butoxycarbonyl)piperidine-3,5-dicarboxylic acid synthesis
- Product Name:1-(tert-butoxycarbonyl)piperidine-3,5-dicarboxylic acid
- CAS Number:920297-39-8
- Molecular formula:C12H19NO6
- Molecular Weight:273.28
595555-70-7
17 suppliers
$432.00/1g
920297-39-8
16 suppliers
$432.00/250mg
Yield:920297-39-8 97%
Reaction Conditions:
with potassium carbonate in methanol;water; for 10 h;Reflux;
Steps:
15 5.1.27. 3,5-(Z)-1-(tert-Butoxycarbonyl)piperidine-3,5-dicarboxylicacid (29)
A mixture of the mono-ester 28 (5.0 g, 16.6 mmol) and K2CO3(6.9 g, 49.9 mmol) in MeOH (80 mL) and water (20 mL) was stirredunder reflux for 10 h. After being cooled to room temperature, thereaction mixture was concentrated in vacuo. The resulting aqueoussolution was acidified with 1 M HCl aq. to pH = 2 and extractedtwice with EtOAc. The combined organic layer was dried overMgSO4, and concentrated in vacuo to afford object product aswhite powder (4.6 g, 97%). mp 255-256 C. NMR (300 MHz,DMSO-d6) d ppm 1.32-1.48 (1H, m), 1.40 (8H, s), 2.23 (1H, d, J =13.3 Hz), 2.36 (2H, dd, J = 11.9, 3.6 Hz), 2.62 (3H, bs), 4.11 (2H,bs), 12.49 (2H, bs). Anal. Calcd for C12H19NO6: C, 52.74; H, 7.01;N, 5.13. Found: C, 52.94; H, 7.04; N, 5.01.
References:
Tokuhara, Hidekazu;Imaeda, Yasuhiro;Fukase, Yoshiyuki;Iwanaga, Koichi;Taya, Naohiro;Watanabe, Koji;Kanagawa, Ray;Matsuda, Keisuke;Kajimoto, Yumiko;Kusumoto, Keiji;Kondo, Mitsuyo;Snell, Gyorgy;Behnke, Craig A.;Kuroita, Takanobu [Bioorganic and Medicinal Chemistry,2018,vol. 26,# 12,p. 3261 - 3286]
4591-55-3
116 suppliers
$57.00/2g
24424-99-5
863 suppliers
$13.50/25G
920297-39-8
16 suppliers
$432.00/250mg
499-81-0
308 suppliers
$7.00/5g
920297-39-8
16 suppliers
$432.00/250mg