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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179825Generated: November 1, 2026

HCID 66858893, compound → HCID 66859993, compound

https://huagongshe.com/reaction/2179825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 66858893HCID 66858893—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductHCID 66859993HCID 6685999356.2%

Reaction Steps

To a stirred solution of 4-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)-2,2-dimethyl-4-oxobutanoic acid (Example 87, 200 mg) in EtOAc (20 ml) at room temperature 10% Pd/C (catalytic amount) were added and the reaction mixture was stirred under H2 gas atmosphere at room temperature for 12 hours. After completion of the reaction (monitored by TLC), the reaction mixture was filtered through a celite bed and the obtained filtrate was concentrated under reduced pressure to afford the debenzylated title compound as a white solid. Wt: 0.100 g: Yield: 56.2%. 1H NMR (300 MHz, CDCl3): δ 5.77 (d, J=7.8 Hz, 1H), 4.54-4.507 (m, 1H), 4.157-4.13 (m, 1H), 2.9-2.80 (m, 1H), 2.7-2.61 (m, 3H), 2.60-2.20 (m, 5H), 2.00-1.93 (m, 1H), 1.80-1.10 (m, 30H), 0.95 (s, 6H), 0.941 (s, 3H), 0.88 (s, 6H), 0.84 (d, J=7.6 Hz, 6H), 0.832 (s, 3H), 0.823 (s, 3H); IR (KBr, cm−1): 3403, 2956, 2620, 1710, 1652, 1648, 1509, 1474, 1367, 1245, 1194, 1148, 1000, 978, 877, 620, 509; M.R: 150.1° C.-282.9° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067966B2
Source datasetuspto-grants-2015_06
ORD IDord-e7b49276c8074802806b9bf8ec49426c
Source noteuspto-grants-2015_06