TERT-BUTYL 3-(METHOXYCARBONYL) PROPYLMETHYLCARBAMATE synthesis
- Product Name:TERT-BUTYL 3-(METHOXYCARBONYL) PROPYLMETHYLCARBAMATE
- CAS Number:133171-74-1
- Molecular formula:C11H21NO4
- Molecular Weight:231.29
24424-99-5
859 suppliers
$13.50/25G
6976-17-6
98 suppliers
$9.00/5g
18107-18-1
210 suppliers
$33.00/5g
133171-74-1
15 suppliers
inquiry
Yield:133171-74-1 78%
Reaction Conditions:
Stage #1: di-tert-butyl dicarbonate;4-(methylamino)butyric acid hydrochloridewith triethylamine in 1,4-dioxane;water at 23; for 3 h;
Stage #2: diazomethyl-trimethyl-silane in methanol at 0 - 23; for 0.25 h;
Steps:
73.B
4-(Methylamino)butyric acid hydrochloride (1.0 g, 6.51 mmol) and di-tert-butyl dicarbonate (1.797 mL, 7.81 mmol) were stirred in dioxane (50 mL) and water (10 mL) containing triethylamine (1.361 mL, 9.77 mmol) at 23° C. for 3 h. The solvent was evaporated. The residue was dissolved in EtOAc and washed with 5% KHSO4, brine and dried over anhydrous Na2SO4. The solvent was evaporated. The residue was then dissolved in methanol (50.0 mL) at 0° C. and (trimethylsilyl)diazomethane (9.77 mL, 19.53 mmol) was added dropwise to the stirring solution until a light yellow color persisted. The solution was then stirred at 23° C. for 15 min. The solvent was evaporated. The residue was dissolved in EtOAc and washed with 5% KHSO4, aqueous saturated NaHCO3, brine and dried over anhydrous Na2SO4. The product was purified by flash chromatography using a gradient: 20% to 50% EtOAc/heptane. Yield: 1.17 g (78%); 1H NMR (400 MHz, CHLOROFORM-D) δ 1.45 (s, 9H), 1.84 (ddd, J=14.26, 7.42, 7.23 Hz, 2H), 2.32 (t, J=7.42 Hz, 2H), 2.84 (s, 3H), 3.25 (t, J=6.84 Hz, 2H), 3.68 (s, 3H); MS (ESI) (M+H)+=232.23.
References:
US2009/62251,2009,A1 Location in patent:Page/Page column 62
![4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic acid methyl ester](/CAS/20180703/GIF/85909-04-2.gif)
85909-04-2
45 suppliers
$19.00/250mg
74-88-4
348 suppliers
$15.00/10g
133171-74-1
15 suppliers
inquiry
57294-38-9
235 suppliers
$14.00/5G
74-88-4
348 suppliers
$15.00/10g
133171-74-1
15 suppliers
inquiry
24424-99-5
859 suppliers
$13.50/25G
133171-74-1
15 suppliers
inquiry