HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 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 ester | HCID 90220880 | — |
| Solvent | 1,4-Dioxane | HCID 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 hydrochloride | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409888B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-deeba14f59614940a8bce34c9cbabf47 |
| Source note | uspto-grants-2016_08 |