HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 216291Erstellt: 24. Oktober 2026
Benzene → tert-butyl 2-[({(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxoimidazolidin-1-yl}butanoyl)amino]-4-phenylbutyl}amino)methyl]pyrrolidine-1-carboxylate
https://huagongshe.com/de/reaction/216291
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Benzene | HCID 241 | — |
| Edukt | tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate | HCID 2734674 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | (2S)-N-[(1S,2R)-3-amino-1-benzyl-2-hydroxypropyl]-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxoimidazolidin-1-yl}butanamide | HCID 66891621 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | tert-butyl 2-[({(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxoimidazolidin-1-yl}butanoyl)amino]-4-phenylbutyl}amino)methyl]pyrrolidine-1-carboxylate | HCID 66891972 | 103% |
Reaktionsschritte
A solution of the product of Example 274C (59 mg) in ethanol:benzene (1 mL, 1:1) was treated with N-t-butoxylcarbonyl-(L)-prolinal (26 mg, 1 equivalent), stirred at 70° C. for 1 hour, cooled at 25° C., treated with NaBH4 (14 mg, 3 equivalents) at 25° C. and stirred for 16 hours. The mixture was quenched with saturated NH4Cl and partitioned between water and ethyl acetate. The organic layer was separated, dried over MgSO4, filtered and concentrated to give 85 mg of the crude title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08193227B2 |
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| Quelldatensatz | uspto-grants-2012_06 |
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| ORD ID | ord-1f8324259554487484ee94bb8f406dc8 |
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| Quellennotiz | uspto-grants-2012_06 |
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