Chlorotrimethylsilane → HCID 14779833, compound

HRID 342108Notes

Reaction equation

[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5]([OH:7])=[O:6].[CH2:11](O)[CH:12]=[CH2:13].Cl[Si](C)(C)C>>[CH2:13]([O:6][C:5](=[O:7])[CH2:4][CH2:3][CH:2]([NH2:1])[C:8]([OH:10])=[O:9])[CH:12]=[CH2:11]

Participants

Reactant 3

HCID 6397Chlorotrimethylsilane

HCID 7858Allyl Alcohol

HCID 33032L-Glutamic Acid

Product 1

HCID 14779833HCID 14779833, compoundYield 62%

Procedure

L-Glutamic acid (3) was protected in 62% yield as the γ-allyl ester using allyl alcohol and chlorotrimethylsilane to provide 2-amino-pentanedioic acid 5-allyl ester 4 as follows:

Sources & evidence

ORD record: ord-8e4c4d46ed524b0e9eb8de17e594afa0
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05856506

Reaction notes

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