Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 56983775 | HCID 56983775 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69330911 | HCID 69330911 | — |
Reaction Steps
To N-(3-hydroxymethyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)-N-[(2S)-3-phenoxy-2-(triethylsilyloxy)propyl]-tert-butoxycarbonylamine (200 mg) was added 4N hydrogen chloride in ethyl acetate (6 ml) at room temperature, and the mixture was stirred at the same temperature for 1 hour. After evaporation in vacuo, the residue was dissolved into a mixture of saturated aqueous sodium hydrogencarbonate and ethyl acetate. After separation, the organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin layer chromatography (silica gel, chloroform:methanol=5:1) and followed by treatment with 4N hydrogen chloride in ethyl acetate to give (2S)-1-(3-hydroxymethyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amino-3-phenoxy-2-propanol hydrochloride (45 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06495546B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-7bffd15570fe43acab497ed6d82e86e4 |
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| Source note | uspto-grants-2002_12 |
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