Triethylamine → HCID 86753399, compound

HRID 1456613Notes

Reaction equation

[CH2:1]([O:3][C:4]([C@@H:6]1[O:8][C@H:7]1[C:9]([O-:11])=O)=[O:5])[CH3:2].[K+].S(Cl)(Cl)=O.[CH3:17][CH:18]([CH3:28])[CH2:19][CH:20]([NH2:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(N(CC)CC)C>>[CH3:17][CH:18]([CH3:28])[CH2:19][CH:20]([NH:27][C:9]([C@@H:7]1[O:8][C@H:6]1[C:4]([O:3][CH2:1][CH3:2])=[O:5])=[O:11])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

Reactant 4

HCID 8471Triethylamine

HCID 24386Thionyl Chloride

HCID 49618333-methyl-1-phenylbutan-1-amine

HCID 23701115HCID 23701115, compound

Product 1

HCID 86753399HCID 86753399, compoundYield 96%

Procedure

The reactions and treatments of Example 5 were repeated using potassium (2R,3R)-3-ethoxycarbonyloxirane-2-carboxylate (3.97 g, 20.0 mmol.), thionyl chloride (2.86 g, 24.0 mmol), 3-methyl-1-phenylbutylamine (4.25 g, 26.0 mmol), and triethylamine (2.63 g, 26.0 mmol.), to give the desired compound as a colorless viscous oil (5.86 g, yield: 96%).

Sources & evidence

ORD record: ord-0dd6fcfdd0dc4185b053919b66d09613
Source dataset: uspto-grants-1998_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05843992

Reaction notes

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