HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → S-(4-Methylbenzyl)-L-Cysteine, Methyl Ester, Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | N-alpha-t-Butyloxycarbonyl-S-(4-methyl-benzyl)-L-cysteine | HCID 7010551 | — |
| Product | S-(4-Methylbenzyl)-L-Cysteine, Methyl Ester, Hydrochloride | HCID 14390657 | — |
Reaction Steps
At room temperature, add thionyl chloride (2.8 ml, 2.2 equiv.) dropwise to N-t-butyloxycarbonyl-S -(4-methylbenzyl)-L-cysteine (5.0g) in methanol (500 ml) and heat the resulting mixture under reflux for 90 minutes. Cool the reaction mixture to room temperature and concentrate in vacuo to give the title compound, a white solid (4.31g), m.p. 158°-160°, [α]D26 =-22.9° (MeOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05061710 |
| Source dataset | uspto-grants-1991_10 |
| ORD ID | ord-c1ebb8bc4ac742f783688ed9cd9cb4cb |
| Source note | uspto-grants-1991_10 |