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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85718Generated: October 30, 2026

Methyl Acrylate → methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((3-methoxy-3-oxopropyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate

https://huagongshe.com/reaction/85718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTriethylamineHCID 8471—
Reactantmethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-amino-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoateHCID 68357865—
SolventEthanolHCID 702—
Productmethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((3-methoxy-3-oxopropyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoateHCID 8667663465%

Reaction Steps

A mixture of methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-amino-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate (20 mg, 0.037 mmol), methyl acrylate (0.013 mL, 0.147 mmol) and triethylamine (0.026 mL, 0.184 mmol) in ethanol (1 mL) was refluxed for 5 hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure to provide the desired product as a yellow oil (15 mg 65%). LCMS: m/e 630.43 (M+H)+, 3.81 min (method 10).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846647B2
Source datasetuspto-grants-2014_09
ORD IDord-e17b2d55141c4b83a9523bf5cc9e7a29
Source noteuspto-grants-2014_09