HuagongsheHuagongshe Chemistry Print Report · For research reference only
D-Tryptophan → BocPro-DTrpOH
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | D-Tryptophan | HCID 9060 | — |
| Reactant | 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-(2,5-dioxo-1-pyrrolidinyl) ester, (2S)- | HCID 853883 | — |
| Product | BocPro-DTrpOH | HCID 131713757 | 70% |
Reaction Steps
Condensation of BocProOSu (6.00 g.) and HDTrpOH (4.08 g.) by the salt coupling method gave BocPro-DTrpOH in 70% yield. Condensation of BocPro-DTrpOH (2.93 g.) and HGlyOBz p-toluenesulfonate salt (2.47 g.) using dicyclohexylcarbodiimide and N-hydroxysuccinimide gave BocPro-DTrp-GlyOBz in 68% yield. Debenzylation of BocPro-DTrp-GlyOBz by hydrogenation with palladium catalyst gave BocPro-DTrp-GlyOH in 95% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472305 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-ab57cd45cec34810bd00d5a7d0f69c27 |
| Source note | uspto-grants-1984_09 |