L-Isoleucine → L-Isoleucine, N-(methoxycarbonyl)-

Reaction equation

[CH3:1][O:2][C:3]([NH:5][C@H:6]([C:10]([OH:12])=[O:11])[CH:7]([CH3:9])[CH3:8])=[O:4].N[C@H:14](C(O)=O)[C@H](CC)C>>[CH3:1][O:2][C:3]([NH:5][C@@H:6]([C@@H:7]([CH3:9])[CH2:8][CH3:14])[C:10]([OH:12])=[O:11])=[O:4]

Participants

Reactant 2

HCID 6306L-Isoleucine

HCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid

Product 1

HCID 28378062L-Isoleucine, N-(methoxycarbonyl)-

Procedure

(2S,3S)-2-(methoxycarbonylamino)-3-methylpentanoic acid was synthesized similar to N-methoxycarbonyl-L-Valine, using L-isoleucine instead of L-Valine.

Sources & evidence

ORD record: ord-161b84be239248969e248e29e80ff939
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09433609B2

Reaction notes

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