Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | HCID 18316686 | HCID 18316686 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68439347 | HCID 68439347 | — |
Reaction Steps
To a solution of 0.980 g of 3-benzyloxy-2-(2-benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionic acid and 0.25 ml of N-methylmorpholine in 12 ml of tetrahydrofuran 0.3 ml of isobutylchloroformate is added dropwise at −15° C. The reaction mixture is stirred at −15° C. for 10 minutes, then 4 ml of aqueous NH3 (25%) is added dropwise over a time period of 5 minutes. The reaction mixture is stirred for additional 15 minutes and diluted with ethyl acetate. Ethyl acetate is washed once with saturated NH4Cl-solution and once with H2O, then dried sodium sulfate, the solvent is removed und the residue is triturated with diethylether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06353017B1 |
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| Source dataset | uspto-grants-2002_03 |
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| ORD ID | ord-34dadf3ead3148fc9b2a347ab8b7dd4a |
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| Source note | uspto-grants-2002_03 |
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