HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)N-(2-mercapto-1-oxo-3-phenylpropyl) D-Tryptophan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | L-Tryptophan | HCID 6305 | — |
| Reactant | D-Tryptophan | HCID 9060 | — |
| Reactant | (S)-2-(benzoylthio)-3-phenylpropanoic acid | HCID 9878985 | — |
| Reactant | (R)-2-(benzoylthio)-3-phenylpropanoic acid | HCID 9943761 | — |
| Product | (S)N-(2-mercapto-1-oxo-3-phenylpropyl) D-Tryptophan | HCID 57125133 | — |
Reaction Steps
The operation is carried out as in Stage 1 of Example 24 using, instead of the hydrochloride of the methyl ester of L-Tryptophan, the hydrochloride of the methyl ester of D-Tryptophan and, instead of (R)-2-(benzoylthio)-3-phenylpropanoic acid, (S)-2-(benzoylthio)-3-phenylpropanoic acid (prepared according the same reference). After purification by chromatography on silica with a methylene chloride-ethyl acetate: 95-5 mixture as eluant, 564 mg of expected product (SR isomer) (colourless foam) is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06136842 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-0fa0366102284a0d975afc5404871b5f |
| Source note | uspto-grants-2000_10 |