Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- → HCID 86673200, compound

Participants

Role	Name	HCID	Charge
Reactant	Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-	HCID 83692	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	HCID 58416605	HCID 58416605	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 86673200	HCID 86673200	94.5%

Reaction Steps

2-((tert-Butoxycarbonyl)(methyl)amino)acetic acid (240 mg, 1.27 mmol) was taken up in 5 mL of CH2Cl2 along with (4Z,7Z,10Z,13Z,16Z,19Z)—N-(2-aminoethyl)docosa-4,7,10,13,16,19-hexaenamide (470 mg, 1.27 mmol), HATU (724 mg, 1.27 mmol). The resulting reaction mixture was stirred at room temperature for 20 h. The organic layer was washed with saturated NH4Cl, brine, dried (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography to afford 650 mg of tert-butyl (2-((2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)ethyl)amino)-2-oxoethyl)(methyl)carbamate (56% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09150504B2
Source dataset	uspto-grants-2015_10
ORD ID	ord-22303ecba84b441eab03082650e6a53d
Source note	uspto-grants-2015_10