ChemicalBook CAS DataBase List 5-(CARBOBENZOXYAMINO)VALERIC ACID

5-(CARBOBENZOXYAMINO)VALERIC ACID synthesis

4synthesis methods

Product Name:5-(CARBOBENZOXYAMINO)VALERIC ACID
CAS Number:23135-50-4
Molecular formula:C13H17NO4
Molecular Weight:251.28

627-95-2
98 suppliers
$30.00/1g

501-53-1
399 suppliers
$10.00/1g

23135-50-4
92 suppliers
$6.00/250mg

Yield:23135-50-4 86%

Reaction Conditions:

with sodium hydroxide at 0 - 20;Inert atmosphere;

Steps:

5-{[(benzyloxy)carbonyl]amino}pentanoic acid

Into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 5-aminopentanoic acid hydrochloride (CAS 627-95-2, 20 g, 130.20 mmol, 1.00 equiv), sodium hydroxide (2 N) (165 ml_, 2.50 equiv). This was followed by the addition of benzyl chloroform ate (24.5 g, 143.62 mmol, 1.10 equiv) dropwise with stirring at OoC. The resulting solution was stirred for 1 overnight at room temperature. The resulting solution was extracted with 3 x 100 mL of ethyl acetate and the aqueous layers combined. The pH value of the solution was adjusted to 2 with hydrogen chloride (6 N). The resulting solution was extracted with 3x200 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 1x300 mL of sodium chloride. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The resulting solution was diluted with 400 mL of PE. The solids were collected by filtration. This resulted in 28 g (86%) of 5-[[(benzyloxy)carbonyl]amino]pentanoic acid as a white solid.

References:

WO2021/152113,2021,A1 Location in patent:Page/Page column 52

501-53-1
399 suppliers
$10.00/1g