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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040011Generated: October 26, 2026

HCID 86655969, compound → Benzyl((8S,11R)-8-isopropyl-10-oxo-6-oxa-1,9,14-triazabicyclo[11.2.1]hexadeca-3,13(16),14-trien-11-yl)carbamate

https://huagongshe.com/reaction/2040011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86655969HCID 86655969—
Catalyst(1,3-Dimesitylimidazolidin-2-ylidene)(tricyclohexylphosphine)benzylidene ruthenium dichlorideHCID 11147261—
CatalystHCID 178425456HCID 178425456—
SolventDichloromethaneHCID 6344—
ProductBenzyl((8S,11R)-8-isopropyl-10-oxo-6-oxa-1,9,14-triazabicyclo[11.2.1]hexadeca-3,13(16),14-trien-11-yl)carbamateHCID 8665596873.2%

Reaction Steps

A solution of 0.735 g (1.62 mmol) of benzyl [(R)-2-(1-allyl-1H-imidazol-4-yl)-1-((S)-1-allyloxymethyl-2-methylpropylcarbamoyl)ethyl]carbamate in 370 ml of dichloromethane was mixed with 0.210 g (0.24 mmol) of benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium (Grubbs II catalyst) and stirred at RT. The mixture was stirred at RT for several days with repeated addition of Grubbs II catalyst until starting material was no longer present (LC/MS). The mixture was concentrated and the residue was chromatographed on silica gel (dichloromethane/methanol 99:1→9:1). 0.506 g of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580777B2
Source datasetuspto-grants-2013_11
ORD IDord-e9ad1e589eb84936bb6a05cd74ddf6bb
Source noteuspto-grants-2013_11