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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591499Generated: October 25, 2026

3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]butanamide → 3-[[1-[[3-Bromo-2'-cyano-[1,1'-biphenyl]-4-yl]methyl]-2,3,4,5-tetrahydro-2-oxo-1H-benza zepin-3(R)yl]amino]-1,1-dimethyl-3-oxo-propylcarbamic acid, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/1591499

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]butanamideHCID 10474604—
Reactant3'-Bromo-4'-(bromomethyl)biphenyl-2-carbonitrileHCID 21840371—
Product3-[[1-[[3-Bromo-2'-cyano-[1,1'-biphenyl]-4-yl]methyl]-2,3,4,5-tetrahydro-2-oxo-1H-benza zepin-3(R)yl]amino]-1,1-dimethyl-3-oxo-propylcarbamic acid, 1,1-dimethylethyl esterHCID 57114408—

Reaction Steps

Prepared from 3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide (Example 57, Step A) and 3'-bromo-4'-bromomethyl-1,1'-biphenyl-2-nitrile by the procedure described in Example 69, Step D. 1H NMR (200 MHz,CDCl3): 1.33 (s,3H), 1.34 (s,3H), 1.40 (s,9H), 1.91 (m,1H), 2.43 (d,14 Hz,1H), 2.55 (d,14 Hz,1H), 2.55-2.90 (m,3H), 4.62 (m,1H), 4.95 (d,16 Hz,1H), 5.28 (s,1H), 5.34 (d,16 Hz,1H), 6.63 (d,7 Hz,1H), 7.10-7.25 (m,4H), 7.45 (m,4H), 7.64 (m,1H), 7.75 (m,2H). FAB-MS (Li spike): calculated for C34H37BrN4O4 644, 646; found 651 (13%); 653 (15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05206235
Source datasetuspto-grants-1993_04
ORD IDord-d02bd02dd55f4ee8a47dee06464bd124
Source noteuspto-grants-1993_04