Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → 2-t-Butoxycarbonylamino-2-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]propanamide

Participants

Role	Name	HCID	Charge
Reactant	Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate	HCID 151348	—
Reactant	N-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanine	HCID 2733845	—
Reactant	(R)-3-amino-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one	HCID 10103689	—
Product	2-t-Butoxycarbonylamino-2-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]propanamide	HCID 10808566	—

Reaction Steps

Prepared from N-t-butoxycarbonyl-2-methylalanine and 3(R)-amino-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one (Example 1, Step E) substituting benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate for benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate according to the procedure described in Example 1, Step I. 1H NMR (200 MHz, CDCl3): δ 1.47 (s, 3H), 1.52 (s, 3H), 1.82 (m, 1H), 2.50-3.00 (m, 3H), 4.45 (m, 1H), 5.05 (s, 2H), 5.37 (s, 1H), 6.80-7.40 (m, 10H) and 8.65 (s, 1H). FAB-MS: calculated for C22 H25N3O4 395; found 396 (M+H, 100%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05672596
Source dataset	uspto-grants-1997_09
ORD ID	ord-09025439c96c4175ad8ba223461de9f2
Source note	uspto-grants-1997_09