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ChemicalBook CAS DataBase List BOC-BETA-TBU-D-ALA-OH
112695-98-4

BOC-BETA-TBU-D-ALA-OH synthesis

3synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
832 suppliers
$13.50/25G

88319-43-1 Synthesis
BETA-T-BUTYL-D-ALANINE

88319-43-1
102 suppliers
$45.00/10mg

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Yield:112695-98-4 99.5%

Reaction Conditions:

Stage #1: di-tert-butyl dicarbonate;(R)-2-amino-4,4-dimethylpentanoic acidwith sodium hydroxide in tetrahydrofuran;water at 20;
Stage #2: with sodium hydrogen sulfate in tetrahydrofuran;water;

Steps:

5.a a)

To a solution of (R)-2-amino-4,4-dimethyl-pentanoic acid (1.452 g, 10 mmol) in water (10 mL) was added NaOH (0.44 g, 11 mmol) and a solution of Boc-anhydride (2.292 g, 10.5 mmol) in THF (10 mL). The cloudy mixture, which gradually became clear and then cloudy again, was stirred at room temperature over night. Most of the THF was evaporated and the residue was acidified with 1M NaHSO4 and extracted (3*) with DCM. The combined organic phases were dried, filtered and evaporated to give the pure product (2.44 g, 99.5%).

References:

US2009/12087,2009,A1 Location in patent:Page/Page column 15, 16

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