HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide → Cyclopentyl-(2s)-1-((5s,8s)-3-(3-chlorophenyl)-8-((3s)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-ylcarbamoyl)-2-oxo-1-oxa-3,7-diazaspiro[4.4]nonan-7-yl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide | HCID 23634853 | — |
| Reactant | (5S,8S)-3-(3-chlorophenyl)-7-((S)-2-(cyclopentyloxycarbonylamino)-3,3-dimethylbutanoyl)-2-oxo-1-oxa-3,7-diazaspiro[4.4]nonane-8-carboxylic acid | HCID 59547318 | — |
| Product | Cyclopentyl-(2s)-1-((5s,8s)-3-(3-chlorophenyl)-8-((3s)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-ylcarbamoyl)-2-oxo-1-oxa-3,7-diazaspiro[4.4]nonan-7-yl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate | HCID 131731031 | 36% |
Reaction Steps
Following the same procedure as Example 1 step 1 using (5S,8S)-3-(3-chlorophenyl)-7-((S)-2-(cyclopentyloxycarbonylamino)-3,3-dimethylbutanoyl)-2-oxo-1-oxa-3,7-diazaspiro[4.4]nonane-8-carboxylic acid (D3) (10 mg, 20 μmol) and (3S)-3-amino-N-cyclopropyl-2-hydroxyhexanamide (7 mg, 28 μmol) gave 5 mg (7.2 μmol) of Cyclopentyl-(2S)-1-((5S,8S)-3-(3-chlorophenyl)-8-((3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-ylcarbamoyl)-2-oxo-1-oxa-3,7-diazaspiro[4.4]nonan-7-yl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate (E3). LC MS+: 690.38 at 3.31 min (10-90%, 3-5 min, Formic Acid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575208B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-0de9c4868afc44159980a14fab048887 |
| Source note | uspto-grants-2013_11 |