Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | HCID 68973114 | HCID 68973114 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Product | HCID 68973767 | HCID 68973767 | — |
Reaction Steps
To a solution of 2(S)-{[7-(4-tert-Butyl-phenoxy)-1-cyclopentylmethyl-isoquinoline-3-carbonyl]-amino}-3-(5-vinylthiophen-2-yl)-propionic acid methyl ester (prepared in Example 9) (0.650 g, 1.09 mmol) in acetone:water was added methylmorpholine-N-oxide (0.340 mL) and osmium tetroxide (2 crystals). The solution was stirred at 0° C. for 1.5 h. Ethyl acetate was added and extracted with a solution of Na2S2O4(satd), brine, dried (Na2SO4), and concentrated under reduced pressure to give 0.600 g of 2(S)-{[7-(4-tert-Butyl-phenoxy)-1-cyclopentylmethyl-isoquinoline-3-carbonyl]-amino}-3-[5-(1,2-dihydroxy-ethyl)-thiophen-2-yl]-propionic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07208601B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-e8815da5aac44aa0ba1f5fbaf9fa0ee8 |
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| Source note | uspto-grants-2007_04 |
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