N-BOC-2-AMINO-2-METHYL-1-PROPANOL97

(3a) General procedure: Fe(OTf)3 (1 molpercent) was added to a magnetically stirred mixture of anamine (1 mmol) and Boc2O (1 mmol) at room temperature. The mixturewas stirred until completion of the reaction (TLC), then diluted withEtOAc and washed with water. The organic layer was dried overanhydrous MgSO4, then the solvent was distillated off under vacuum toyield the highly pure N‑Boc derivativesDi-tert-butyl dicarbonate (21.82 g, 100.00 mmol) was added in portions to a solution of 2- amino-2-methylpropan-i-ol (8.91 g, 100.0 mmol) in DCM (270 ml) at 0 °C. The reaction was stirred at room temperature for 2 hours, then was washed with 2N HC1 (100 mL). The organic phase was dried (MgSO4) and concentrated in vacuo to give tert-butyl (1-hydroxy- 2-methylpropan-2-yl)carbamate (18.56 g, 98 percent) as a white solid. ‘H NMR (400 MHz, CDC13, 27 °C) 1.25 (6H, s), 1.43 (9H, s), 3.58 (2H, d), 4.67 (1H, s).2-Amino-2-methyl-l-propanol (5 g, 56.1 mmol), (Boc)General procedure: Amine (1 mmol) was added to the mixture of (Boc)To a solution of compound 1 (10.00 g, 112.18 mmol, 1.00 Eq) in DCM (200 mL) was added EtTo a solution of compound 1 (10.00 g, 112.18 mmol, 1.00 Eq) in DCM (200 mL) was added EtExample 4 2-Amino-2-methyl-propan-1-ol (53 g, 0.59 mol) and di-tert-butyl dicarbonate (65.0 g, 0.297 mol) were combined in HIntermediate 12: tert-butyl (l-hydroxy-2-meth lpropan-2-yl)carbamate - Preparation 2 Step 2: KOH (250 g) was added in a single portion to a 0C cooled solution of tert-butyl (l-hydroxy-2-methylpropan-2-yl)carbamate (200 g) in THF (1000 mL) and water (500 mL) and the cold bath was then removed. The mixture was stirred for 15 minutes at room temperature, then Me2S04 (133.5 g) was added via additional funnel drop wise over 45 minutes. The reaction mixture was stirred for 4 hours at room temperature, excess KOH was filtered off and the liquor was poured into a mixture of EtOAc and saturated aqueous ammonium chloride. The layers were separated and the combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford of tert-butyl (l-methoxy-2- methylpropan-2-yl)carbamateA solution of tert-butyl N-(1-hydroxy-2-methylpropan-2-yl)carbamate (3.78 g, 20.0 mmol, 1.00 equiv) in HCl/dioxane (40 mL) was stirred for 1 h at 25 C. The solids were collected by filtration to afford the title compound (2.2 g, 68%) as a white solid. LCMS: [M-Cl]+90.08.Compound b-3 (5.67 g, 30 mmol) was dissolved in N, N-dimethylformamide (60 mL), and the temperature waslowered to 5C under nitrogen protection. Sodium hydride (1.8 g, 45 mmol) was added. The mixture was stirred at 5Cfor 30 min. O-methylbenzyl bromide (5.83 g, 31.5 mmol) was added dropwise to the reaction system while keeping thetemperature at 5C. After completion of the dropwise addition, the mixture was stirred at 5C for 30 minutes. The coolingbath was removed, and the temperature was allowed to slowly reach room temperature. The mixture was stirred overnight.The reaction system was poured into ice water, and extracted twice with methyl t-butyl ether. The organic phase waswashed with a saturated NaCl aqueous solution, dried, concentrated, and purified to afford Compound c-3 (2 g, yield 23%).tert-butyl (1-hydroxy-2-methylpropan-2-)carbamate (1.0g, 5.29mmol) was dissolved in 20mL dichloromethane in a reaction flask, the solution was cooledto about 0C under an ice bath, Dess-Martin reagent (4.49g, 10.58mmol) was added in portions, and the mixture wasstirred at room temperature for 18 hours. After completion of the reaction, a saturated solution of sodium bicarbonateand sodium sulfite was added, the mixture was extracted with dichloromethane. The organic phase was dried overanhydrous sodium sulfate and filtered. The filtrate was evaporated to dryness under reduced pressure to give 0.8gproduct with a yield of 80.81%.

Molecular Weight:189.25
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:189.13649347
Monoisotopic Mass:189.13649347
Topological Polar Surface Area:58.6
Heavy Atom Count:13
Complexity:182
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes