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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371325Generated: October 25, 2026

(E)-(7S,10S,13S)-13-tert-Butoxycarbonylamino-10-isopropyl-9,12-dioxo-2-oxa-8,11-diazabicyclo[13.2.2]nonadeca-1(18),4,15(19),16-tetraene-7-carboxylic acid methyl ester → (7S,10S,13S)-13-tert-Butoxycarbonylamino-10-isopropyl-9,12-dioxo-2-oxa-8,11-diazabicyclo[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl ester

https://huagongshe.com/reaction/2371325

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(E)-(7S,10S,13S)-13-tert-Butoxycarbonylamino-10-isopropyl-9,12-dioxo-2-oxa-8,11-diazabicyclo[13.2.2]nonadeca-1(18),4,15(19),16-tetraene-7-carboxylic acid methyl esterHCID 66847119—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product(7S,10S,13S)-13-tert-Butoxycarbonylamino-10-isopropyl-9,12-dioxo-2-oxa-8,11-diazabicyclo[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl esterHCID 66847442—

Reaction Steps

Olefin 45 (1.36 g, 2.70 mmol) was dissolved in 40 mL of EtOAc. 10% palladium on carbon catalyst was added (25%) and the reaction mixture was subjected to hydrogenation at rt and atmospheric pressure for 18 h before being filtered through celite and concentrated in vacuo to yield a brown solid, 1.36 g, 100%. m.p. 225-228° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710178B2
Source datasetuspto-grants-2014_04
ORD IDord-7f723ac189334cb39cb4196288b74cdd
Source noteuspto-grants-2014_04