HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → H-Orn(Z)-ome hcl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | H-Orn(Z)-OH | HCID 7009570 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | H-Orn(Z)-ome hcl | HCID 13967650 | — |
Reaction Steps
While cooling with ice, and under an argon atmosphere, 240 ml of thionyl chloride are added dropwise to 300 ml of abs. methanol, after which 40 g (150 mmol) of (2S)-2-amino-5-benzyloxycarbonylaminopentanoic acid (1.1) are added and the mixture is allowed to react at room temperature for 3 h and at 4° C. overnight. The solution is poured into methyl tert-butyl ether, the solvent is decanted off and the residue is triturated with diethyl ether. After filtering off with suction, 29.14 g (61%) of (1.2) are obtained as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06620820B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-c0d63cfafe5649538959e9e1c08df71f |
| Source note | uspto-grants-2003_09 |