L-Valine → HCID 178461042, compound

Participants

Role	Name	HCID	Charge
Reactant	L-Valine	HCID 6287	—
Reactant	Trifluoroacetic acid	HCID 6422	—
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 178461043	HCID 178461043	—
Product	HCID 178461042	HCID 178461042	—

Reaction Steps

The title compound is prepared from (8) (above) and Moc-L-val-OH using the two-step TFA deprotection and HATU coupling sequence outlined above for the preparation of 5. Yield: 60.5 mg (81%, 2 steps). HPLC: tR1.82 min (method 1); tR 2.17 min, 97.6% purity (method 2). LC-MS m/z calcd for C41H51N7O6S ([M]+), 769. found, 770 ([M+H]+). 1H NMR (CDCl3, 50° C.): δ 0.88 (d, J=6.5 Hz, 6H), 1.06 (t, J=7.5 Hz, 3H), 1.84 (m, 2H), 1.90-2.42 (m, 4H), 2.56 (m, 4H), 2.87 (m, 2H), 3.05 (m, 1H), 3.32 (m, 4H), 3.57 (s, 2H), 3.62 (m, 1H), 3.70 (s, 3H), 3.82 (m, 1H), 4.32 (dd, J=9.0 Hz, 6.5 Hz, 1H), 5.26 (m, 1H), 5.32 (d, J=9.0 Hz, 1H), 7.24 (s, 1H), 7.32 (m, 2H), 7.61 (m, 4H), 7.67-7.87 (m, 4H), 7.93 (m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09125904B1
Source dataset	uspto-grants-2015_09
ORD ID	ord-90e291206f20471ead9c2e6478f17631
Source note	uspto-grants-2015_09