L-Threonine → N-[2-(Mercaptomethyl)-3-mercaptopropanoyl]-L-threonine

HRID 46938

Reaction equation

N[C@H](C(O)=O)[C@@H](C)O.N1CCC[C@H]1C(O)=O.C([S:20][CH2:21][CH:22]([CH2:33][S:34]C(=O)C)[C:23]([NH:25][C@H:26]([C:30]([OH:32])=[O:31])[C@@H:27]([CH3:29])[OH:28])=[O:24])(=O)C>>[SH:20][CH2:21][CH:22]([CH2:33][SH:34])[C:23]([NH:25][C@H:26]([C:30]([OH:32])=[O:31])[C@@H:27]([CH3:29])[OH:28])=[O:24]

Participants

Reactant 3

HCID 6288L-Threonine

HCID 145742L-Proline

HCID 57319798N-[2-(acetylthiomethyl)-3-(acetylthio)propanoyl]-L-threonine

Product 1

HCID 54059893N-[2-(Mercaptomethyl)-3-mercaptopropanoyl]-L-threonine

Procedure

By substituting L-threonine for the L-proline in the procedure of Example 3B, and then submitting the product to the procedure of Example 4, N-[2-(acetylthiomethyl)-3-(acetylthio)propanoyl]-L-threonine and 1-[2-(mercaptomethyl)3-mercaptopropanoyl]-L-threonine are obtained.

Workup

customare obtained

Sources & evidence

ORD record: ord-a2b97a6406ce4aa18319974ddbb14f72
Source dataset: uspto-grants-1979_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04175199

Linked notes

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