Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | N-tert-Butoxycarbonyl-L-aspartic acid beta-benzyl ester | HCID 1581888 | — |
| Reactant | tert-Butoxycarbonyl-L-isoleucine | HCID 2724762 | — |
| Reactant | HCID 178454200 | HCID 178454200 | — |
| Reactant | HCID 178455942 | HCID 178455942 | — |
| Product | HCID 178455923 | HCID 178455923 | — |
Reaction Steps
The hexapeptide fragment containing the amino acid residues Nos. 16-21 is prepared as follows. The tripeptide fragment containing residues Nos. 19-21 is prepared by the solid-phase method as described above, cleaved from the resin support with MeOH-TEA and treated with trifluoroacetic acid (TFA) to obtain the corresponding methyl ester as the TFA salt, H-Arg(NO2)-Ile-Gly-OCH3.TFA (9). The amino acids corresponding to residues No. 18 (as Boc-Asp(Bzl)-OH), No. 17 (as Boc-Ile-OH.1/2H2O), and No. 16 (as Boc-Arg(NO2)-OH) are then coupled in succession to the above tripeptide (9) by classical methods. The resulting protected hexapeptide methyl ester is deprotected and treated with hydrazine to obtain the corresponding Boc-hexapeptide hydrazide as the acetate salt, Boc-Arg-Ile-Asp-Arg-Ile-Gly-NHNH2.2HOAc (16).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04607023 |
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| Source dataset | uspto-grants-1986_08 |
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| ORD ID | ord-e6143db145864fc4a161d3c1b48a6342 |
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| Source note | uspto-grants-1986_08 |
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