Alloisoleucine, DL- → (2S,3R)-2-[(methoxycarbonyl)amino]-3-methylpentanoic acid

HRID 55765

Reaction equation

HRID 55765 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@H](C)CC)C(O)=O>>[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

3

Reactant 2

HCID 99288Alloisoleucine, DL-HCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid

Product 1

HCID 28378060(2S,3R)-2-[(methoxycarbonyl)amino]-3-methylpentanoic acid

Procedure

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

Sources & evidence

ORD record
ord-92949d4e3f66424b96f10bffe2d77eaf
Source dataset
uspto-grants-2016_09
Patent number
US09433609B2

Linked notes

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