HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylstannane → 2-Benzyloxycarbonylamino-3-(1-methylcyclopentyl)propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylstannane | HCID 5948 | — |
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | Z-dehydro-Ala-OH | HCID 4674477 | — |
| Reactant | 1-Bromo-1-methylcyclopentane | HCID 12939509 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-Benzyloxycarbonylamino-3-(1-methylcyclopentyl)propionic acid methyl ester | HCID 67391470 | 38.6% |
Reaction Steps
Tributyltin hydride (37.8 g, 130 mmol) was added at reflux to a 500 mL of flask charged with benzene (200 mL) was added Z-dehydro-Ala-OH (15 g, 64 mmol), 1-methylcyclopentanyl-bromide (20.5 g) and AIBN (1.9 g). After 2 h, the solvent was removed and the residue was purified by column chromatograph to yield 2-benzyloxycarbonylamino-3-(1-methyl-cyclopentyl)-propionic acid methyl ester (7.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737300B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-ac7647b5c5fd44d3b5ff6aa04d73c5dc |
| Source note | uspto-grants-2010_06 |