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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 14411Erstellt: 24. Oktober 2026

Benzaldehyde → 9-Amino-19-benzyl-14,32-dichloro-5-methyl-26-oxa-4-thia-3,8,10,16,19-pentaazatetracyclo[25.2.2.212,15.02,6] tritriaconta-1(29),2,5,8,12,14,23,27,30,32-decaene-7,17-dione

https://huagongshe.com/de/reaction/14411

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzaldehydeHCID 240—
EduktTrimethyl orthoformateHCID 9005—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt9-Amino-14,32-dichloro-5-methyl-26-oxa-4-thia-3,8,10,16,19-pentaazatetracyclo[25.2.2.212,15.02,6]tritriaconta-1(29),2,5,8,12,14,23,27,30,32-decaene-7,17-dioneHCID 178435148—
LösungsmittelAcetic AcidHCID 176—
Produkt9-Amino-19-benzyl-14,32-dichloro-5-methyl-26-oxa-4-thia-3,8,10,16,19-pentaazatetracyclo[25.2.2.212,15.02,6] tritriaconta-1(29),2,5,8,12,14,23,27,30,32-decaene-7,17-dioneHCID 178435147—

Reaktionsschritte

The cis/trans mixture of the title compound of 9-amino-14,32-dichloro-5-methyl-26-oxa-4-thia-3,8,10,16,19-pentaazatetracyclo[25.2.2.212,15.02,6]tritriaconta-1(29),2,5,8,12,14,23,27,30,32-decaene-7,17-dione (Example 4) (60 mg), benzaldehyde (24 mg), sodium triacetoxyborohydride (30 mg), trimethyl orthoformate (0.2 mL) and acetic acid (0.1 mL), in 2 mL of DMF was stirred at room temperature for 16 hrs. Ethyl acetate (10 mL) and saturated sodium bicarbonate solution (10 mL) were added. Layers were separated after the mixture was well shaken. The organic layer was dried over anhydrous magnesium sulfate and solvent was evaporated in vacuo to give a crude product, which was purified by preparative HPLC to give 27 mg of the title compound as an inseparable mixture of cis/trans isomers.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732434B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-8585272f986b43429b57b80fb10e19a7
Quellennotizuspto-grants-2010_06