HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178455989, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Reactant | HCID 69623727 | HCID 69623727 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178455989 | HCID 178455989 | 76% |
Reaction Steps
N-(Benzylsulfonyl)-D-isoleucyl-N1-{4-[amino(imino)-methyl]benzyl}-L-methioninamide (20 mg, 0.032 mmol) was dissolved in dimethylformamide (0.5 ml), to which triethylamine (0.018 ml, 0.13 mmol) and di-t-butyl carbonate (14 mg, 0.065 mnol) were then added and stirred for 16 hours. After addition of ethyl acetate to the reaction mixture, the organic layer was washed with water and dried over sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by preparative TLC (dichloromethane:methanol=10:1) to give N-(benzylsulfonyl)-D-isoleucyl-N1-[4-((E)-amino-[[(t-butyloxy)carbonyl]imino]methyl)benzyl]-L-methioninamide (16 mg, 0.024 mmol; yield 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07001887B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-c90a1655eab84a40b8e5aefb3de7922e |
| Source note | uspto-grants-2006_02 |