HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (2-isopropylthiazol-4-yl)methyl N-[(1S)-1-[[(1S,2S,4S)-1-benzyl-2-hydroxy-5-thiazol-5-yl-4-(thiazol-5-ylmethoxycarbonylamino)pentyl]carbamoyl]-2-methyl-propyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 10542235 | HCID 10542235 | — |
| Reactant | HCID 57028614 | HCID 57028614 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (2-isopropylthiazol-4-yl)methyl N-[(1S)-1-[[(1S,2S,4S)-1-benzyl-2-hydroxy-5-thiazol-5-yl-4-(thiazol-5-ylmethoxycarbonylamino)pentyl]carbamoyl]-2-methyl-propyl]carbamate | HCID 482968 | — |
Reaction Steps
Using the procedure of Example 1U but replacing N-((N-methyl-N-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)-L-valine with N-((2-isopropyl-4-thiazolyl)methoxycarbonyl)valine and replacing (2S,3S,5S)-5-amino-2-(N-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane with (2S,3S,5S)-2-amino-1-phenyl-5-(N-((5-thiazolyl)methoxycarbonyl)amino)-6-(5-thiazolyl)-3-hydroxyhexane provided, after silica gel chromatography using 1% methanol in chloroform, 54 mg (66%) of the desired compound (Rf 0.6, 10% methanol in CH2Cl2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06667404B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-865acef6584f43609877daeba53ff525 |
| Source note | uspto-grants-2003_12 |