HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[(2S,3S)-3-{N2-[4-(Benzyloxycarbonylamino)phenoxyacetyl]-L-asparaginyl}amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-[(2S,3S)-3-(N2-t-Butoxycarbonyl-L-asparaginyl)amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide | HCID 10554908 | — |
| Reactant | 2-(4-(((Benzyloxy)carbonyl)amino)phenoxy)acetic acid | HCID 19049832 | — |
| Reactant | 1-[(2S,3S)-3-L-asparaginylamino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide hydrochloride | HCID 67722782 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-[(2S,3S)-3-{N2-[4-(Benzyloxycarbonylamino)phenoxyacetyl]-L-asparaginyl}amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide | HCID 70048992 | 73.4% |
Reaction Steps
Following a procedure similar to that described in Example 14, but using 99.8 mg (0.33 mmol) of 4-(benzyloxycarbonylamino)phenoxyacetic acid (prepared as described in Preparation 15) and 150 mg (0.30 mmol) of 1-[(2S,3S)-3-(L-asparaginylamino)-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide hydrochloride {prepared by treating 1-[(2S,3S)-3-(N2 -t-butoxycarbonyl-L-asparaginyl)amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide, the compound prepared as described in Example 15, with a 4N solution of hydrogen chloride in dioxane), 164 mg of the title compound were obtained as a white powder, melting at 103°-105° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05629406 |
| Source dataset | uspto-grants-1997_05 |
| ORD ID | ord-e89a5a81c2ac465d8ff00683afb580ac |
| Source note | uspto-grants-1997_05 |