L-Glutamine → N-[2-(Mercaptomethyl)-3-mercaptopropanoyl]-L-glutamine

HRID 46937

Reaction equation

N[C@H](C(O)=O)CCC(=O)N.N1CCC[C@H]1C(O)=O.C([S:22][CH2:23][CH:24]([CH2:37][S:38]C(=O)C)[C:25]([NH:27][C@H:28]([C:34]([OH:36])=[O:35])[CH2:29][CH2:30][C:31](=[O:33])[NH2:32])=[O:26])(=O)C>>[SH:22][CH2:23][CH:24]([CH2:37][SH:38])[C:25]([NH:27][C@H:28]([C:34]([OH:36])=[O:35])[CH2:29][CH2:30][C:31](=[O:33])[NH2:32])=[O:26]

Participants

Reactant 3

HCID 5961L-Glutamine

HCID 145742L-Proline

HCID 57167061N-[2-(acetylthiomethyl)-3-(acetylthio)propanoyl]-L-glutamine

Product 1

HCID 53637539N-[2-(Mercaptomethyl)-3-mercaptopropanoyl]-L-glutamine

Procedure

By substituting L-glutamine 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-glutamine and 1-[2-(mercaptomethyl)-3-mercaptopropanoyl]-L-glutamine are obtained.

Workup

customare obtained

Sources & evidence

ORD record: ord-86aeeedba4cc412aaa6e1aa36360fbdc
Source dataset: uspto-grants-1979_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04175199

Linked notes

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