Triethylamine → Fmoc-p-Me-D-Phe-OMe

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate	HCID 2733207	—
Reactant	4-Methyl-D-phenylalanine, N-FMOC protected	HCID 2756073	—
Solvent	Diethyl ether methanol	HCID 21864698	—
Product	Fmoc-p-Me-D-Phe-OMe	HCID 131722499	108.2%

Reaction Steps

Fmoc—p—Me—D—Phe—OH (5 g) was dissolved in dichloromethane/methanol 9/1 v/v (50 ml). 2-(1H-benzotriazol-1-yl 1,1,3,3-tetramethyluronium tetrafluoroborate (4.4 g) was added and the solution adjusted to pH 8 by addition of triethylamine. The reaction mixture was stirred for 16 hours at room temperature. The mixture was washed successively with cold 1N hydrochloric acid solution, water, 5% sodium hydrogencarbonate, and water and dried over sodium sulphate. The filtrate was evaporated yielding 5.6 g of Fmoc—p—Me—D—Phe—OMe as an oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06218365B1
Source dataset	uspto-grants-2001_04
ORD ID	ord-d30abe3587df4b70acbe92223cfb77e6
Source note	uspto-grants-2001_04