DL-alanine → HCID 11401639, compound

HRID 1016342Notes

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:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>>[C:19]([NH:1][CH:2]([CH3:3])[C:4]([OH:6])=[O:5])(=[O:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

Reactant 4

HCID 602DL-alanine

HCID 6397Chlorotrimethylsilane

HCID 8124Octanoyl chloride

HCID 8471Triethylamine

Product 1

HCID 11401639HCID 11401639, 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 30.12 g (0.185 mol) of octanoyl chloride. The product crystallizes from toluene/n-hexane.

Workup

customThe product crystallizes from toluene/n-hexane

Sources & evidence

ORD record: ord-d253c6d56a3b46e8a14e7f2620a62ec8
Source dataset: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06476029B1

Reaction notes

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