(S)-2-amino-2-(tetrahydro-2H-pyran-4-yl)acetic acid → 2-(methoxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid

HRID 55760Notes

Reaction equation

HRID 55760 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](C1C[CH2:22][O:21][CH2:20]C1)C(O)=O>>[CH3:1][O:2][C:3]([NH:5][CH:6]([CH:7]1[CH2:9][CH2:22][O:21][CH2:20][CH2:8]1)[C:10]([OH:12])=[O:11])=[O:4]

Participants

3

Reactant 2

HCID 1512541(S)-2-amino-2-(tetrahydro-2H-pyran-4-yl)acetic acidHCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid

Product 1

HCID 585162412-(methoxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid

Procedure

2-(methoxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid was synthesized similar to N-methoxycarbonyl-L-Valine, using (S)-2-amino-2-(tetrahydro-2H-pyran-4-yl)acetic acid instead of L-Valine.

Sources & evidence

ORD record
ord-f4c8c1f0d6204851adc933a395a25692
Source dataset
uspto-grants-2016_09
Patent number
US09433609B2

Reaction notes

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