Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | L-(+)-Cysteine | HCID 5862 | — |
| Reactant | Ethanethioic acid, S-(2-(((2R)-2-(acetylamino)-3-mercapto-1-oxopropyl)amino)ethyl)ester | HCID 484333 | — |
| Reactant | S-(2-Aminoethyl) ethanethioate--hydrogen chloride (1/1) | HCID 519453 | — |
| Reactant | HCID 7408363 | HCID 7408363 | — |
| Product | HCID 11398048 | HCID 11398048 | — |
Reaction Steps
The first process for the preparation of the compound I-152 (scheme 1) corresponds to the process for the preparation of the compound of general formula (I) described above and involves correctly protected L-cysteine. This preparation process is characterized in that it comprises the following stages (i) of coupling of N-acetyl-S-trityl-L-cysteine (7) with S-acetylcysteamine hydrochloride to provide the compound N-(N-acetyl-S-trityl-L-cysteinyl)-S-acetylcysteamine (8); then (ii) of S-detritylation reaction of the compound N-(N-acetyl-S-trityl-L-cysteinyl)-S-acetylcysteamine, in solution in methanol and chloroform, with a mixture of silver nitrate, pyridine and methanol to provide the corresponding silver sulfide (9); then (iii) of suspending said corresponding silver sulfide in chloroform; then (iv) of release of the free thiol in the presence of HCl or H2S.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06989372B1 |
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| Source dataset | uspto-grants-2006_01 |
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| ORD ID | ord-914bb704b8244f6099f8a6436140ff77 |
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| Source note | uspto-grants-2006_01 |
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