Potassium Bromide → (1S,9S)-9-(benzyloxycarbonylamino)-6,10-dioxo octahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid

Participants

Role	Name	HCID	Charge
Reactant	Potassium Bromide	HCID 253877	—
Reactant	(1S,9S)-tert-butyl 9-(benzyloxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylate	HCID 67022104	—
Solvent	Methanol	HCID 887	—
Product	(1S,9S)-9-(benzyloxycarbonylamino)-6,10-dioxo octahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid	HCID 18396550	—

Reaction Steps

was prepared from 211d by the same method as compound 212e as colourless crystals (170 mg, 97%): mp 60-100° C.; [α]D22 -103 (c 0.10, MeOH); IR (KBr) 3341, 2947, 1728, 1675, 1531, 1456, 1422, 1339, 1272, 1248, 1221, 1174, 1122, 1056, 982, 699; 1H NMR (CDCl3) δ 7.35 (5H, s), 5.65 (1H, d), 5.48-5.40 (1H, m), 5.10 (2H, s), 4,56-4.57 (2H, m), 3.49-3.30 (2H, m), 2.92-2.59 (2H, m), 2.40-2.27 (2H, m), 1.97-1.67 (4H, m); MS (ES-) 374 (M-1, 100%). Accurate mass calculated for C18H22N3O6 (MH+): 376.1509. Found: 376.1483. Accurate mass calculated for C18H21N3O6Na (MNa+): 398.1328. Found: 398.1315.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06008217
Source dataset	uspto-grants-1999_12
ORD ID	ord-1b4f6a68c67e404abe6691ecc7aa5270
Source note	uspto-grants-1999_12