ChemicalBook CAS DataBase List (2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride

(2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride synthesis

13synthesis methods

Product Name:(2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride
CAS Number:1448189-80-7
Molecular formula:C22H31ClN4O3S
Molecular Weight:467.03

tert-butyl ((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate

1448189-98-7
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(2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride

1448189-80-7
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Yield:1448189-80-7 99.87%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane at 20; for 3 h;

Steps:

10.7 Step 7: Synthesis of (2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrollidine-2-carboxamide (11)

tert-butyl ((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidine-1- yl)-3,3-dimethyl-1-oxobutan-2-yl) carbamate (19 g, 35.80 mmol) and a mixture of HCl/dioxane (4 M, 100 mL) was stirred at 20° C. for 3 hours. LCMS showed the main peak of the desired mass. The solvent was evaporated to obtain the title compound (16.7 g, 35.76 mmol, 99.87% yield, HCl salt) as a pale yellow solid, It was used directly in the next step without further purification.

References:

KR102160377,2020,B1 Location in patent:Paragraph 0461; 0484-0487

3959-07-7 Synthesis