Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Einecs 211-027-4 | HCID 69401 | — |
| Reactant | HCID 131717768 | HCID 131717768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178454168 | HCID 178454168 | 73.5% |
Reaction Steps
To a solution of Boc-His(Tos)-D-Trp(CHO)-Phe-OBzl (1.16 g) in DMF (35 ml) was added pyridinium chloride (1.6 g) at room temperature. After stirring for one and half an hour, additional pyridinium chloride (0.4 g) was added and the mixture was stirred for additional 50 minutes. After evaporation, the residue was solidified with water, filtered, washed with 2% hydrochloric acid, water, 2% sodium hydrogencarbonate, water, and dried. The powder was subjected to column chromatography on silica gel (100 g) and eluted with a mixture of chloroform and methanol (20:1). The fractions containing the object compound were combined and evaporated. The residue was dissolved in ethanol and reprecipitated with water, filtered and dried to give Boc-His-D-Trp(CHO)-Phe-OBzl (0.70 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05187156 |
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| Source dataset | uspto-grants-1993_02 |
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| ORD ID | ord-bf0ffe3beb07470d9d5f40b9465dd1b3 |
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| Source note | uspto-grants-1993_02 |
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