HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 68461424, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | L-Cysteine, methyl ester, hydrochloride | HCID 2733208 | — |
| Reactant | 2-Tert-butoxycarbonylamino-4-oxo-butyric acid benzyl ester | HCID 14357795 | — |
| Reactant | HCID 178418247 | HCID 178418247 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68461424 | HCID 68461424 | 83.8% |
Reaction Steps
To a solution of 2 (0.7 g, 2.25 mmol), AcOH (0.14 g, 2.25 mmol), AcONa (0.38 g, 4.50 mmol) in ethanol and water (10:1, 11 mL) was added L-Cys-OMe.HCl (0.39 g, 2.25 mmol). After being stirred overnight, the mixture was poured into 100 mL water, extracted with ethyl acetate, and the organic phase was dried and concentrated to give an oily crude product (0.8 g, 82%), which was used directly in the next step. 1H NMR (400 MHz, CDCl3) δ1.43 (s, 9 H), 1.95-2.15 (m, 2 H), 2.29-2.41 (m, 1H), 2.87 (m, 1 H), 3.68 (m, 1 H), 3.77 (s, 3 H), 3.96 (m, 0.6 H), 4.50 (m, 1 H), 4.70 (m, 0.4 H), 5.12-5.23 (m, 2 H), 5.35 (d, 0.4 H), 5.75 (d, 0.6 H), 7.36 (m, 5H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786163B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-b3952440ab35435396e4f0c999f5eb82 |
| Source note | uspto-grants-2010_08 |