HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Toluenesulfonyl chloride → methyl 7-(N-benzyloxycarbonylamino)-3-p-toluenesulfonyloxy-2-phenylheptanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | ethyl 7-(N-benzyloxycarbonylamino)-3-hydroxy-2-phenylheptanoate | HCID 18980744 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | methyl 7-(N-benzyloxycarbonylamino)-3-p-toluenesulfonyloxy-2-phenylheptanoate | HCID 18980749 | 61.8% |
Reaction Steps
The same procedures as in Example 30 were performed except that 27.2 g (70.4 mmol) of methyl 7-(N-benzyloxycarbonylamino)-3-hydroxy-2-phenylheptanoate obtained in Example 9 was dissolved in 136 ml of pyridine; 1.27 g (10.39 mmol) of dimethylaminopyridine was added; and 20.1 g (105.6 mmol) of p-toluenesulfonyl chloride was added; to prepare the target compound as a pale yellow oil in an amount 23.5 g at a yield of 61.8%. The analytical results on the target compound are given below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05801271 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-1229274e77f248ae97f0ebffc6435092 |
| Source note | uspto-grants-1998_09 |