반응 #421188

반응 방정식

hydrochloride

Sodium cyanoborohydride

methyl (S)-2-amino-3-phenylpropanoate

(R)-tert-butyl 1-oxopropan-2-ylcarbamate

trifluoroacetic acid

hydrochloric acid 1,4-dioxane

isoquinoline-6-sulfonyl chloride

→

title compound

Methyl (S)-2-{(R)-2-(isoquinoline-6-sulfonamido)propylamino}-3-phenylpropanoate dihydrochloride

용매

methanol

acetic acid

반응 조건

실험 절차

Sodium cyanoborohydride (1.1 g) and acetic acid (0.75 mL) were added to a mixture of methyl (S)-2-amino-3-phenylpropanoate (2.72 g) and (R)-tert-butyl 1-oxopropan-2-ylcarbamate (1.97 g) in methanol to perform reductive amination (2.37 g, 46%). Next, deprotection and conversion to hydrochloride were performed (1.0 g, 45%) using trifluoroacetic acid and a 4 M hydrochloric acid-1,4-dioxane solution, followed by subjecting to condensation with isoquinoline-6-sulfonyl chloride prepared in Reference Example 1 (1.04 g, 75%). 28 mg of the title compound was obtained as a white solid (29%) with reference to the method of Step 3 of Example 1 using 80 mg of the obtained product.

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