Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 70000374 | HCID 70000374 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 86585073 | HCID 86585073 | 15.8% |
Reaction Steps
To 131 mg (0.23 mmol) (2R,4R)-N-Benzyl-3-[4-(4-methoxy-benzylsulfanyl)-1-(naphthalene-2-sulfonyl)-pyrrolidin-2-yl]-N-methyl-propionamide in 8 ml TFA were added 0.37 ml (2.3 mmol, 10 eq) triethyl silane at 0° C. and the solution was stirred for 60 min at 80° C., evaporated, twice suspended in toluene and evaporated. The crude product was purified with prep. HPLC using a RPC18 column yielding 17 mg (2R,4R)-N-Benzyl-3-[4-mercapto-1-(naphthalene-2-sulfonyl)-pyrrolidin-2-yl]-N-methyl-propionamide as light yellow gum, MS: 469 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06541638B2 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-84c6b697847d4e46b5c8083f773a9dd6 |
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| Source note | uspto-grants-2003_04 |
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