DL-alanine → HCID 2828500, compound

HRID 1016341Notes

Reaction equation

[NH2:1][CH:2]([C:4]([OH:6])=[O:5])[CH3:3].C(N(CC)CC)C.C[Si](Cl)(C)C.[C:19](Cl)(=[O:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>>[C:19]([NH:1][CH:2]([CH3:3])[C:4]([OH:6])=[O:5])(=[O:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

Reactant 4

HCID 602DL-alanine

HCID 6397Chlorotrimethylsilane

HCID 8471Triethylamine

HCID 67340Hexanoyl chloride

Product 1

HCID 2828500HCID 2828500, compound

Procedure

The preparation is carried out analogously to the procedure of Example 4A using 16.5 g (0.185 mol) of D,L-alanine, 41.23 g (0.407 mol) of triethylamine, 44.27 g (0.407 mol) of trimethylsilyl chloride and 24.93 g (0.185 mol) of hexanoyl chloride. The product crystallizes from toluene/n-hexane.

Workup

customThe product crystallizes from toluene/n-hexane

Sources & evidence

ORD record: ord-9e1b740eb88043e1b1f51b917eb0196f
Source dataset: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06476029B1

Reaction notes

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