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ChemicalBook CAS DataBase List BIOTIN-NHS
35013-72-0

BIOTIN-NHS synthesis

5synthesis methods
N-Hydroxysuccinimide

6066-82-6

D-Biotin

58-85-5

BIOTIN-NHS

35013-72-0

GENERAL STEPS: To a mixed solution of D-biotin (0.82 mmol, 200 mg) and N-hydroxybutanediimide (0.89 mmol, 102 mg) was added 3-(ethyliminomethylamino)-N,N-dimethylpropan-1-amine hydrochloride (0.96 mmol, 184 mg). The reaction mixture was stirred at room temperature overnight and then concentrated to give a white solid. The crude product was mixed with isopropanol, heated to 70 °C and cooled. The pure product was obtained by filtration as a white powder in 91% yield (0.75 mmol, 255 mg).

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Yield:35013-72-0 72.9%

Reaction Conditions:

with triethylamine in N,N-dimethyl-formamide for 16 h;

Steps:

4 Biotin-NHS
To a solution of N,N'-disuccinimidyl carbonate ( 12.7 g, 49.5 mmol) and biotin ( 11.0 g, 45.0 mmol) in N,N-dimethylformamide (50.0 mL) was added triethylamine TEA (31.4 mL, 0.225 mol) . The reaction mixture was stirred for 16 hours. The solid was filtered, washed with diethyl ether and dried under vacuum to yield Biotin-NFIS ( 11.2 g, 0.0328 mol, yield : 72.9 percent) as a white solid and used without further purification.

References:

CHRETO APS;KYHSE-ANDERSEN, Jan;WINTHER, Lars WO2020/127311, 2020, A1 Location in patent:Page/Page column 13; 15

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