Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179789Generated: November 3, 2026

HCID 50925293, compound → HCID 50923076, compound

https://huagongshe.com/reaction/2179789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 50925293HCID 50925293—
SolventSodium HydroxideHCID 14798—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductHCID 50923076HCID 5092307621.7%

Reaction Steps

To a stirred solution of methyl 3-((1S,3R)-3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetoxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxamido)propanoate (Example 37, 0.150 g, 0.211 mmol) in MeOH:THF (2:1) (7.5 ml), 2N NaOH (2.5 ml) was added at about 0° C. and allowed to stir at room temperature for about 16 hours. After completion of the reaction (monitored by TLC), the volatile was evaporated. The reaction mixture was acidified with 1N HCl, filtered, washed with water and dried under vacuum to afford the title compound as an off white solid. Wt: 0.030 g: Yield: 21.7%; 1H NMR (300 MHz, DMSO-d6): δ 7.61 (brm, 1H), 7.54 (d, 1H, J=7.2 Hz), 4.63 (s, 1H), 4.52 (s, 1H), 2.90-2.80 (m, 1H), 3.20-3.08 (m, 3H), 3.00-2.89 (m, 3H), 2.68-2.54 (m, 2H), 2.40-2.18 (m, 5H), 1.90-1.74 (m, 2H), 1.70-1.00 (m, 28H), 0.90, 0.86, 0.84, 0.75, 0.72, 0.64 (s, 15H); Mass: [M+1]+ 653 (2%), [M+Na]+ 675 (100%); IR (KBr, cm−1): 3408, 2947, 2868, 1724, 1652, 1636, 1523, 1376, 1250, 1194, 1108, 1074, 1033, 983, 881, 730; M.R: 188.6° C.-200.1° C.; HPLC: 99.35%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067966B2
Source datasetuspto-grants-2015_06
ORD IDord-dd93c50d92094e5394f715e96dc164e7
Source noteuspto-grants-2015_06