HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → N-(tert-Butoxycarbonyl)-3-tert-butyl-D-alanyl-3-tert-butyl-L-alanine benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | (R)-2-((tert-Butoxycarbonyl)amino)-4,4-dimethylpentanoic acid | HCID 7021114 | — |
| Reactant | L-Leucine, 4-methyl-, phenylmethyl ester, hydrochloride (9CI) | HCID 68803323 | — |
| Product | N-(tert-Butoxycarbonyl)-3-tert-butyl-D-alanyl-3-tert-butyl-L-alanine benzyl ester | HCID 59709871 | 97% |
Reaction Steps
N-(tert-Butoxycarbonyl)-3-tert-butyl-D-alanine (3.28 g, 13.4 mmol) and benzyl 3-tert-butyl-L-alaninate hydrochloride (4.0 g, 14.7 mmol; J. X. He, W. L. Cody, A. M. Doherty, J. Org. Chem. 1995, 60, 8262-8266) are reacted by general procedure 6 (in this case 5 equivalents of N-methylmorpholine). Aqueous workup results in 6.0 g of product (97% of theory). The product can be finally purified by preparative HPLC (method 16).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368424B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-1b17a3a6800b4284b9982d0c4a6ad9d1 |
| Source note | uspto-grants-2008_05 |