2-(3-TETRAZOL-1-YL-PHENOXY)-PROPIONIC ACID synthesis

3synthesis methods

Product Name:2-(3-TETRAZOL-1-YL-PHENOXY)-PROPIONIC ACID
CAS Number:832739-85-2
Molecular formula:C10H10N4O3
Molecular Weight:234.21

Propanoic acid, 2-[3-(1H-tetrazol-1-yl)phenoxy]-, methyl ester

847606-85-3
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2-(3-TETRAZOL-1-YL-PHENOXY)-PROPIONIC ACID

832739-85-2
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$252.00/500mg

Yield:832739-85-2 98%

Reaction Conditions:

Stage #1: 2-(3-tetrazol-1-yl-phenoxy)-propionic acid methyl esterwith lithium hydroxide;water in 1,4-dioxane at 20; for 3 h;
Stage #2: with hydrogenchloride in water; pH=3.5;

Steps:

10

2- (3-TETRAZOL-1-YL-PHENOXY)-PROPIONIC acid 31: To a 25 mL round-bottom flask equipped with a magnetic stir bar was added 2- (3-TETRAZOL-1-YL-PHENOXY)-PROPIONIC acid methyl ester 30 (326 mg, 1.3 mmol, 1.0 eq. ), 2N LIOH (2.6 mL, 2.6mmol, 2.0 eq), and 1,4-dioxane (2.6 ml, 2.6 mmol, 2.0 eq). The reaction mixture was then stirred at room temperature for 3 hours. The reaction mixture was concentrated, diluted with water (5 mL), acidified with 1 N HCl (adjust pH=3.5), and then extracted with 3 X EtOAc (25 mL each). The organic layer was dried with NA2SO4, concentrated, and dried under high vacuum to yield 2- (3-TETRAZOL-1-YL-PHENOXY)-PROPIONIC acid 31 (230.3 mg, 98% yield). LC/MSD (HP Series 1100 MSD) MS (ES+) m/z 235.0 (M+H) +L LH-NMR, Varian 400 MHz (MeOH-d4) 8 9.76 (s, 1H), 7.52 (t, 1H), 7. 45 (d, 2H), 7.08 (d, 1H), 4.93 (q, 1H), 1.62 (d, 3H) ppm.

References:

WO2005/20921,2005,A2 Location in patent:Page/Page column 94-95

591-27-5 Synthesis

591-27-5
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832739-85-2
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$252.00/500mg

References

125620-16-8
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$149.00/1g

832739-85-2
18 suppliers
$252.00/500mg

References