Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-Amino-5-chloro-2-hydroxybenzenesulfonic acid | HCID 6927 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamate | HCID 7023103 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53379288 | HCID 53379288 | — |
Reaction Steps
75 mg (1 mmol) of (S)-2-(tert-butoxycarbonylamino)-1-propanol (Boc-Ala-ol), 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, and added with 0.7 ml of pyridine. Following agitation at room temperature overnight, the solvent was distilled away, purified using purification step A to obtain a crude purified substance of the title compound in protected form. To the resultant crude purified substance, 2 ml of trifluoroacetic acid was added, and the resultant was stirred at room temperature for 2 hours. Subsequently, the solvent was distilled away, and the resulting residue was added with water and acetonitrile for deposition and the deposited solid 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-e53f6842ebce417ea01c04be2f656bfe |
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| Source note | uspto-grants-2015_10 |
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