Methanol → (2S 3R,4S 5S)-2,5-Bis-(N-(N-((N-methyl-N-((2-amino-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane

Participants

Role	Name	HCID	Charge
Reactant	Methanol	HCID 887	—
Reactant	Isopropylamine	HCID 6363	—
Reactant	(2S,3R,4S,5S)-2,5-Bis-(N-(N-((N-methyl-N-((2-((((t-butyl)oxy)carbonyl)amino)-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane	HCID 18655498	—
Solvent	Chloroform	HCID 6212	—
Product	(2S 3R,4S 5S)-2,5-Bis-(N-(N-((N-methyl-N-((2-amino-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-3,4-dihydroxy-1,6-diphenylhexane	HCID 10259923	—

Reaction Steps

Using the procedure of Example 58B but replacing the resultant compound of Example 58A with the resultant compound of Example 93 provided, after silica gel chromatography using first 5% then 10% methanol in chloroform followed by 2% isopropylamine/10% methanol in chloroform, 53 mg (38%) of the desired compound (Rf 0.15, 10% methanol in chloroform) as a white solid, m.p. 130°-134° C. Mass spectrum: (M+1)+ =837.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05541334
Source dataset	uspto-grants-1996_07
ORD ID	ord-8b7d7eee92564d55851757dd4a877400
Source note	uspto-grants-1996_07