HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2S,4S)-1-((S)-2-amino-2-cyclohexyl-acetyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-2-carboxylic acid benzyl ester hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (2S,4S)-1-((S)-2-tert-butoxycarbonylamino-2-cyclohexyl-acetyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-2-carboxylic acid benzyl ester | HCID 118677402 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (2S,4S)-1-((S)-2-amino-2-cyclohexyl-acetyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-2-carboxylic acid benzyl ester hydrochloride | HCID 90220202 | — |
Reaction Steps
(2S,4S)-1-((S)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-2-carboxylic acid benzyl ester (1.07 g, 1.77 mmol) was dissolved in 4 M HCl in 1,4-dioxane (6 mL) at 0° C. and stirred for 1 h, the cooling bath removed and the reaction stirred for 1 h. The mixture was concentrated and the residue triturated with diethyl ether to give (2S,4S)-1-((S)-2-amino-2-cyclohexyl-acetyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-2-carboxylic acid benzyl ester hydrochloride (0.97 g) as a light yellow solid which was used without further purification or characterization.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409888B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-6dcc42da817e49689529bea31bdc8c30 |
| Source note | uspto-grants-2016_08 |