HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → DL-cysteine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Timonacic | HCID 9934 | — |
| Reactant | 4-Thiazolidinecarboxylic acid, D- | HCID 198253 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Product | DL-cysteine | HCID 594 | — |
| Product | Formaldehyde | HCID 712 | — |
| Product | 2-[2-[(1-Carboxy-2-sulfanylethyl)amino]ethylamino]-3-sulfanylpropanoic acid | HCID 123770 | — |
Reaction Steps
The L,L-isomer of the title compound is prepared by reductive dimerisation of L-thiazolidine-4-carboxylic acid under the influence of sodium in liquid ammonia, as described in Blondeau et al in Can. J. Chem. 45 (1), 49-52 (1967). The corresponding D,D-isomer and the meso form (L,L-isomer) are prepared in a corresponding manner from D-thiazolidine-4-carboxylic acid and racemic thiazolidine-4-carboxylic acid, respectively. These thiazolidine carboxylic acids are obtained by reaction of L-, D- or DL-cystein with formaldehyde according to Nagasama et al, J. Med. Chem. 27, 591 (1984).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04925650 |
| Source dataset | uspto-grants-1990_05 |
| ORD ID | ord-c032a8e4059e496d9ac986e8316051f1 |
| Source note | uspto-grants-1990_05 |