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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11934Generated: October 25, 2026

(4R,9aR)-6-Benzyloxy-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester → HCID 178418747, compound

https://huagongshe.com/reaction/11934

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4R,9aR)-6-Benzyloxy-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl esterHCID 69359127—
CatalystPalladiumHCID 23938—
SolventEthylacetate methanolHCID 21584119—
ProductHCID 178418747HCID 17841874782%

Reaction Steps

To a solution of 3.90 g (9.86 mmol) (4R,9aR)-6-benzyloxy-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester (Example 21, intermediate) in 30 ml methanol:ethyl acetate (1:1 v/v) 0.20 g 10% palladium on charcoal was added and the reaction was hydrogenated at atmospheric pressure for 2 h. After filtration over dicalite speed plus the filtrate was evaporated and the residue was chromatographed on silica gel (0.032–0.063 mm) with ethyl acetate:n-hexane (1:1) as eluant to afford the desired compound as a colorless foam (82.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098337B2
Source datasetuspto-grants-2006_08
ORD IDord-4de5f69c09a8424fa4014c420cfd14c6
Source noteuspto-grants-2006_08