(2R,5R)-2,5-dibenzylhexanedioic acid → (2R,5R)-2,5-Dibenzyl-N1,N6-bis((4S,7S,10aS)-5-oxo-7-(propylcarbamoyl)octahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)hexanediamide

Participants

Role	Name	HCID	Charge
Reactant	(2R,5R)-2,5-dibenzylhexanedioic acid	HCID 68292409	—
Reactant	(4S,7S,10aS)-4-Amino-5-oxo-N-propyloctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxamide hydrochloride salt	HCID 68292610	—
Product	(2R,5R)-2,5-Dibenzyl-N1,N6-bis((4S,7S,10aS)-5-oxo-7-(propylcarbamoyl)octahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)hexanediamide	HCID 86706245	—

Reaction Steps

(2R,5R)-2,5-Dibenzyl-N1,N6-bis((4S,7S,10aS)-5-oxo-7-(propylcarbamoyl)octahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)hexanediamide was synthesized as described in General Procedure F using Intermediate 3 (7.9 mg, 0.024 mmol) and Intermediate 38 (18 mg, 0.056 mmol) to give a light yellow solid (15 mg, 70% yield). Anal. Calcd. for C46H64N6O6S2 m/z 860.7. found: 861.6 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.24-7.13 (m, 10H), 5.31 (m, 2H), 4.94 (m, 4H), 3.33-3.13 (m, 6H), 2.76 (m, 6H), 2.35 (m, 4H), 2.08 (m, 4H), 1.70-1.47 (m, 18H), 0.90 (m, 6H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09346852B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-740df1cf60ed4e7f96060de5f9ea4ca4
Source note	uspto-grants-2016_05