Reaction #84039

ord-e9dd720bfda14c73a594adfff2a0b27a

Reaction equation

CO[C@H](C)[C@H](N)C(=O)O
O-Methyl-L-Threonine
COC(=O)N[C@H](C(=O)O)C(C)C
N-methoxycarbonyl-L-Valine
→
COC(=O)N[C@H](C(=O)O)[C@@H](C)OC
(2S,3R)-3-methoxy-2-(methoxycarbonylamino)butanoic acid

Reactants

CO[C@H](C)[C@H](N)C(=O)O
O-Methyl-L-Threonine
COC(=O)N[C@H](C(=O)O)C(C)C
N-methoxycarbonyl-L-Valine

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    ExtractionDichloromethane extraction

Procedure

(2S,3R)-3-methoxy-2-(methoxycarbonylamino)butanoic acid was synthesized similar to N-methoxycarbonyl-L-Valine, using O-Methyl-L-Threonine instead of L-Valine. Dichloromethane extraction was carried out 10 times instead of 3 times.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09433609B2uspto-grants-2016_09