HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Boc-D-Trp(Tos)-OBzl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Boc-DTrp-OBzl | HCID 10739405 | — |
| Catalyst | Ethanaminium, N,N,N-trimethyl-, chloride (1:1) | HCID 33992 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Boc-D-Trp(Tos)-OBzl | HCID 131717761 | 116.1% |
Reaction Steps
Boc-D-Trp-OBzl (2.0 g) and ethyltrimethylammonium chloride (16.2 mg) were dissolved in methylene chloride (30 ml), and powdered sodium hydroxide (507 mg) was added. To this mixture was added a solution of Tos-Cl (1.45 g) in methylene chloride (5 ml) at room temperature. The reaction mixture was stirred for three and half an hour. After addition of 1N-hydrochloric acid (7.5 ml), the organic layer was separated, washed with sodium chloride solution, dried over magnesium sulfate, and evaporated to give Boc-D-Trp(Tos)-OBzl as an oil (3.23 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05187156 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-bca4c39040b84e01aa0e7df0d94e2915 |
| Source note | uspto-grants-1993_02 |