D-Proline → (-)-Asparagine

HRID 1583914Notes

Reaction equation

[NH:1]1[CH2:8]CC[C@@H]1C(O)=O.[NH2:9][C@@H:10]([C:12]([OH:14])=[O:13])[CH3:11].N[C@@H](C(O)=O)[C@H](C)[OH:18].N[C@@H](C(O)=O)C(C)C>>[NH2:9][C@H:10]([C:12]([OH:14])=[O:13])[CH2:11][C:8](=[O:18])[NH2:1]

Participants

Reactant 4

HCID 8988D-Proline

HCID 69435D-Threonine

HCID 71080D-Alanine

HCID 71563D-Valine

Product 1

HCID 6267(-)-Asparagine

Procedure

The D-proline represented by X can be replaced by D-alanine, D-threonine, or D-valine.

Sources & evidence

ORD record: ord-fa445ecb619447c18442d18cdea8c55a
Source dataset: uspto-grants-1985_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04555403

Reaction notes

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