Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-Amino-5-chloro-2-hydroxybenzenesulfonic acid | HCID 6927 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | N-carbobenzoxy-L-phenylalanilol | HCID 853481 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86679033 | HCID 86679033 | — |
Reaction Steps
285 mg (1 mmol) of (S)-2-(benzyloxycarbonylamino)-3-phenyl-1-propanol, 223 mg (1 mmol) of 3-amino-5-chloro-2-hydroxybenzenesulfonic acid and 100 mg (0.33 mmol) of triphosgene were suspended in 3 ml of methylene chloride, to which 0.7 ml of pyridine was dropwisely added. Following agitation at room temperature overnight, the solvent was distilled away, and the resultant was purified using purification step A to obtain a crude purified substance of the title compound in protected form. To the obtained crude purified substance, 2 ml of 48% hydrogen bromide-acetic acid solution was added, and the resultant was stirred at room temperature for 2 hours. The solvent was distilled away and water and acetonitrile were added to the obtained residue for deposition. The deposited solid substance was filtrated to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150505B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-08c2ae66e5684b27844bd000f0535b86 |
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| Source note | uspto-grants-2015_10 |
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