Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

CAS No. :	107017-68-5
Formula :	C₁₀H₂₁NO₅S
M.W :	267.34
SMILES Code :	CC(C)(C)OC(=O)NC(C)(C)COS(C)(=O)=O
English Name :	Methanesulfonic acid 2-tert-butoxycarbonylamino-2-methyl-propyl ester
MDL No. :	MFCD20485977

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Yield	Reaction Conditions	Operation in experiment
100%	With triethylamine In dichloromethane at 20℃; for 2h;	273 Description 273; 2-([(1, 1-DIMETHYLETHYL) OXYLCARBONYL} AMINO)-2-METHYLPROPYL METHANESULFONATE (D273) To a solution of 1, 1-dimethylethyl (2-hydroxy-1, 1-dimethylethyl) carbamate (5.1 g, 27 mmol, 1 equiv) in CH2CI2 (100 ml) at room temperature were added NEt3 (11.3 ML, 81 MMOL, 3 equiv) and METHANESULFONYL chloride (28.3 mmol, 2.2 ML, 1.05 equiv) and the resulting solution was stirred for 2 h then partitioned between AcOEt and a saturated aqueous NAHC03 solution. The two layers were separated and the organic phase dried over MGS04 and concentrated in vacuo to give 2-([(1,1-dimethylethyl) oxy] carbonyl} amino)-2-methylpropyl methanesulfonate (D273) (7.8 g, 108%) as a yellow oil which was used in the next step without further purification
85%	With triethylamine In dichloromethane at 0℃; for 1h;
82%	With triethylamine In dichloromethane at 0℃;

28%	With triethylamine In dichloromethane at 0 - 20℃; for 16h;	A tert-butyl N-[1-(methanesulfonyloxy)-2-methylpropan-2-yl]carbamate Triethylamine (1.60 g, 15.9 mmol, 3.0 eq.) and methanesulfonyl chloride (908 mg, 7.93 mmol, 1.5 eq.) were subsequently added to a solution of tert-butyl 1-hydroxy-2-methylpropan-2-ylcarbamate (1.0 g, 5.28 mmol, 1.0 eq.) in dichloromethane (10 mL) at 0° C. The reaction was stirred at 20° C. for 16 hours, quenched with saturated NaHCO3 (20 mL), and then extracted with dichloromethane (20 mL*2). The combined organic phases were dried over anhydrous sodium sulfate, and concentrated to give the title compound (0.4 g, yield: 28%).
	With triethylamine In dichloromethane at 0 - 20℃; for 0.5h;	4 To a solution of the BOC protected amino alcohol (10.0 g, 52.5 mmol, 1.0 equiv.) in DCM (100 ml) was added triethylamine (TEA, 11 mL, 7.5 mmol, 1.5 equiv.). The reaction mixture was cooled to 0 °C and a solution of methanesulfonyl chloride (4.4 mL, 58 mmol, 1.1. equiv.) in DCM (40 ml) was added dropwise. The mixture was allowed to warm up to room temperature and stirred for 30 min. No starting material was observed by TLC. Water was added and the DCM was separated. The organic layer was washed with water, saturated solution of sodium bicarbonate, and brine. The organic layer was then dried (MgSO4) and concentrated to give 12.6 g. of crude product, which was purified by flash chromatography to give 6.35 g clean product.
	In triethylamine	2.C Method C N-Boc-2-Amino-2-methylpropanol is dissolved in triethylamine under argon at 0° C. Methanesulfonyl chloride is added and the mixture is stirred overnight. The solution is poured into 10% aqueous citric acid and extracted with ethyl acetate. The organic layer is dried over MgSO4, filtered and evaporated to give N-Boc-2-amino-2-methyl-1-propyl mesylate.
	With triethylamine In tetrahydrofuran at 0℃; for 1h;	172.i (i) Production of tert-butyl { 2- [ (2-hydroxyethyl ) thio] - 1 , 1-dimethylethyl } carbamateTo a solution of tert-butyl (2-hydroxy-l, 1- dimethylethyl) carbamate (10.3 g) and triethylamine (15.2 mL) in tetrahydrofuran (300 mL) was added dropwise methanesulfonyl chloride (6.32 mL) at 00C. The mixture was stirred at .00C for 1 hr, aqueous sodium bicarbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (eluent, hexane:ethyl acetate = 1:1→1:3) to give a colorless oil (15.2 g) . A mixture of the obtained oil (15.2 g) , 2-mercaptoethanol (7.63 g) and sodium tert-butoxide (10.5 g) in N, N-dimethylformamide (100 mL) was stirred at 600C for 12 hr . Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (eluent, hexanerethyl acetate = 3:1→ 3:2) to give the title compound (9.30 g) as a colorless oil .1H-NMR (CDCl3) δ: 1.33 (6H, s), 1.43 (9H, s), 3.01 (3H, s), 4.31 (2H, s), 4.52 (2H, br s).
	With triethylamine In dichloromethane at 0℃; for 2h;	1.52.1 Preparative Example 1.52 N-(3 -( 1 -(2-Amino-2-methylpropyl)- lH-pyrazol-4-yl)-5-methylphenyl)-4- (difluoromethyl)pyrimidin-2-amine hydrochloride Step 1 Preparative Example 1.52 N-(3 -( 1 -(2-Amino-2-methylpropyl)- lH-pyrazol-4-yl)-5-methylphenyl)-4- (difluoromethyl)pyrimidin-2-amine hydrochloride Step 1 : Dichloromethane (50 mL) and triethylamine (9.72 ml, 69.7 mmol) were added to a flask containing tert-butyl (l-hydroxy-2-methylpropan-2-yl)carbamate (3.30 g, 17.4 mmol). The reaction mixture was stirred and then chilled to 0 °C for 10 minutes. Methanesulfonyl chloride (2.72 ml, 34.9 mmol) was dissolved in dichloromethane (15 mL) and slowly added to the reaction mixture, which was then allowed to stir at 0 °C for 2 hours. The reaction was quenched with saturated aqueous sodium bicarbonate solution and the organic layer was separated. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to afford 2-((tert-butoxycarbonyl)amino)-2-methylpropyl methanesulfonate. NMR (500 MHz, DMSO-d6): δ 6.73 (s, 1 H), 4.20 (s, 2 H), 3.12 (s, 3 H), 1.36 (s, 9 H), 1.17 (s, 6 H).
	In dichloromethane	3.2 Step-2: Preparation of 2-((tert-butoxycarbonyl)amino)-2-methylpropyl methanesulfonate (Compound 8a). Tert-butyl (l-hydroxy-2-methylpropan-2-yl)carbamate (Compound 7) is reacted with 1.2 mol equivalent of mesyl chloride using triethylamine (1.5 eq) as base, in DCM as a solvent, to afford 2-((tert-butoxycarbonyl)amino)-2-methylpropyl methanesulfonate (Compound 8a).
99 %	With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;

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CAS No.: 107017-68-5

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CAS No.: 107017-68-5

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