HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2,3,4,6-Tetra-o-acetyl-n-[({2-(r/s)-[(tert-butoxycarbonyl)amino]-dodecyl}amino)-carbonothioyl]-beta-d-glucopyranosylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,3,4,6-Tetra-O-acetylglucopyranosylisothiocyanate | HCID 99462 | — |
| Reactant | t-butyl N-(1-aminododecan-2-yl) carbamate | HCID 87843007 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,3,4,6-Tetra-o-acetyl-n-[({2-(r/s)-[(tert-butoxycarbonyl)amino]-dodecyl}amino)-carbonothioyl]-beta-d-glucopyranosylamine | HCID 87842967 | 98.7% |
Reaction Steps
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate 37 (25.0 mg, 0.0617 mmol), tert-butyl N-[1-(R/S)-(aminomethyl)-undecyl]carbamate (27.8 mg, 0.0927 mmol) and triethylamine (12.5 mg, 0.0124 mmol) were dissolved in abs. CH2Cl2 (5 ml) and stirred at room temperature for 1 hour. Following evaporation, the residue was purified by column chromatography to give 65 (42.0 mg, 94%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312194B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-4e89b05a51ef4760917d6a4937acadfe |
| Source note | uspto-grants-2007_12 |