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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481913Generated: October 30, 2026

Hydrochloric Acid → {(3S,5S)-1-((S)-2-Amino-2-cyclohexyl-acetyl)-5-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidin-3-yl}-carbamic acid 9H-fluoren-9-ylmethyl ester hydrochloride

https://huagongshe.com/reaction/1481913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant{(3S,5S)-1-((S)-2-tert-butoxycarbonylamino-2-cyclohexyl-acetyl)-5-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidin-3-yl}-carbamic acid 9H-fluoren-9-ylmethyl esterHCID 90220880—
Solvent1,4-DioxaneHCID 31275—
Product{(3S,5S)-1-((S)-2-Amino-2-cyclohexyl-acetyl)-5-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidin-3-yl}-carbamic acid 9H-fluoren-9-ylmethyl ester hydrochlorideHCID 118677398—

Reaction Steps

To a stirred solution of {(3S,5S)-1-((S)-2-tert-butoxycarbonylamino-2-cyclohexyl-acetyl)-5-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidin-3-yl}-carbamic acid 9H-fluoren-9-ylmethyl ester (Intermediate 23) (6.5 g, 9.03 mmol) in dioxane (25 mL) at 0° C. was added 4 M HCl in dioxane (50 mL) dropwise and then the cooling bath removed. After 6 h the mixture was evaporated and the residue was triturated with ether to provide the title compound (5.58 g) as a white solid. LC-MS: 621 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409888B2
Source datasetuspto-grants-2016_08
ORD IDord-deeba14f59614940a8bce34c9cbabf47
Source noteuspto-grants-2016_08