Diisopropylethylamine → HCID 131727154, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
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 19805659	HCID 19805659	—
Reactant	(2S)-4-{[(Benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]butanoic acid--N-cyclohexylcyclohexanamine (1/1)	HCID 45357173	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 131727154	HCID 131727154	—

Reaction Steps

321.9 mg (0.847 mmol) of HATU and 199.3 mg (1.534 mmol) of N,N-diisopropylethylamine are added to a solution of 410.8 mg (0.770 mmol) of (2S)-4-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]butanoic acid —N-cyclohexylcyclohexanamine (1:1) in 25 ml of anhydrous DMF. After stirring at RT for 15 min, 195.3 mg (0.847 mmol) of benzyl(2-aminoethyl)carbamate hydrochloride are added. The reaction mixture is stirred at RT for 15 h. The solvent is then evaporated and the residue is taken up in dichloromethane. The organic phase is washed with water, dried over magnesium sulfate and concentrated. The crude product is purified by preparative HPLC.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07446102B2
Source dataset	uspto-grants-2008_11
ORD ID	ord-def6590a91bb4b1baccc72fd5e79dee6
Source note	uspto-grants-2008_11