HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → Benzyl[(1S)-3-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)propyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | (S)-2-(((Benzyloxy)carbonyl)amino)-4-((tert-butoxycarbonyl)amino)butanoic acid | HCID 7019789 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzyl[(1S)-3-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)propyl]carbamate | HCID 129308414 | — |
Reaction Steps
Preparation takes place in analogy to Example 83A from 300 mg (0.85 mmol) of (2S)-2-{[(benzyloxy)carbonyl]amino}-4-[(tert-butoxycarbonyl)amino]butanoic acid in 10 ml of tetrahydrofuran with 86 mg (0.85 mmol) of 4-methylmorpholine, 92 mg (0.85 mmol) of ethyl chloroformate and 1.7 ml (1.70 mmol) of a 1M solution of lithium aluminum hydride in tetrahydrofuran. The product is reacted without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446102B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-8933c82306434e7ebac9ee6b3204b9e0 |
| Source note | uspto-grants-2008_11 |