tert-butyl ((1r,4r)-4-Morpholinocyclohexyl)carbaMate synthesis
- Product Name:tert-butyl ((1r,4r)-4-Morpholinocyclohexyl)carbaMate
- CAS Number:558442-96-9
- Molecular formula:C15H28N2O3
- Molecular Weight:284.39
5414-19-7
177906-48-8
558442-96-9
The general procedure for the synthesis of tert-butyl (trans-4-morpholinocyclohexyl)carbamate from 2,2'-dibromodiethyl ether and tert-butyl trans-(4-aminocyclohexyl)carbamate was as follows: 21.43 g (0.1 mol) of tert-butyl N-(trans-4-aminocyclohexyl)carbamate was dissolved into 250 mL of N,N-dimethylformamide, followed by addition of 16.76 mL (0.12 mol) bis(2-bromoethyl) ether and 34.85 mL (0.25 mol) triethylamine. The reaction mixture was stirred at 70°C for 6 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate, and the organic layer was washed sequentially with aqueous sodium carbonate and saturated brine solution, and then dried over anhydrous sodium sulfate. The solvent was again removed by reduced pressure distillation and the residue was purified by silica gel column chromatography (elution gradient: from pure chloroform to chloroform/methanol=30/1) to give 19.92 g (70% yield) of tert-butyl (trans-4-morpholino cyclohexyl)carbamate.
111-44-4
341 suppliers
$13.00/50g
177906-48-8
215 suppliers
$6.00/250mg
558442-96-9
31 suppliers
$89.00/100mg
Yield:558442-96-9 100 mg
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 100;
Steps:
44
S-139 (200 mg) was converted to S-140 using 3-oxa-l ,5-dichloropentane in the presence of K2CO3 and heating the reaction at 100 °C in DMF overnight. After purification, 100 mg of S-140 was obtained.
References:
WO2019/136244,2019,A1 Location in patent:Page/Page column 154
5414-19-7
208 suppliers
$6.00/5g
177906-48-8
215 suppliers
$6.00/250mg
558442-96-9
31 suppliers
$89.00/100mg
5414-19-7
208 suppliers
$6.00/5g
195314-59-1
141 suppliers
$10.00/250mg
558442-96-9
31 suppliers
$89.00/100mg
24424-99-5
865 suppliers
$13.50/25G
558442-96-9
31 suppliers
$89.00/100mg
2615-25-0
282 suppliers
$5.00/1g
558442-96-9
31 suppliers
$89.00/100mg