HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → Boc-Thz-Gly-NH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (4R)-3-[(tert-butoxy)carbonyl]-1,3-thiazolidine-4-carboxylic acid | HCID 688405 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1,1-Dimethylethyl N-(2-amino-2-oxoethyl)carbamate | HCID 10910064 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Boc-Thz-Gly-NH2 | HCID 130288245 | 65% |
Reaction Steps
Deprotection of 500 mg of Boc-Gly-NH2 was performed similarly to that in Example 28 (Process 3), and the obtained product was dissolved in dichloromethane, and 0.39 ml of tri-ethylamine, 0.67 g of Boc-Thz-OH, 0.47 g of HOBt and 0.64 g of EDC hydrochloride were added under ice cooling and the mixture was stirred overnight at room temperature. The reaction mixture was treated similarly to that in Example 139 (Process 2) to give 0.54 g of the title compound as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06329502B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-ac67db8da1bf49a8aa164b93080aa93f |
| Source note | uspto-grants-2001_12 |