(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → 5-[N'-(3,5-Difluorophenylacetyl)-L-alaninyl]amino 5,7-dihydro-6H-dibenzo[a,c]cyclohepten-6-ol

HRID 480732Notes

Reaction equation

HRID 480732 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([OH:17])=O)[CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[NH2:19][CH:20]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[C:24]2[CH:31]=[CH:32][CH:33]=[CH:34][C:23]=2[CH2:22][CH:21]1[OH:35]>>[F:8][C:6]1[CH:5]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([NH:19][CH:20]2[C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=3[C:24]3[CH:31]=[CH:32][CH:33]=[CH:34][C:23]=3[CH2:22][CH:21]2[OH:35])=[O:17])[CH3:14])=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 12135350(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 223121905-Amino-5,7-dihydro-6H-dibenzo[a,c]cyclohepten-6ol Hydrochloride

Product 1

HCID 103890605-[N'-(3,5-Difluorophenylacetyl)-L-alaninyl]amino 5,7-dihydro-6H-dibenzo[a,c]cyclohepten-6-ol

Procedure

Following General Procedure D above using N-(3,5-difluorophenylacetyl)-L-alanine (Example B) and 5-amino-5,7-dihydro-6H-dibenzo[a,c]cyclohepten-6-ol hydrochloride (Example 2-A), the title compound was prepared as a colorless solid. The product was purified by flash chromatography using 98:2 CHCl3/MeOH.

Workup

  1. customThe product was purified by flash chromatography

Sources & evidence

ORD record
ord-314029fd16564f0695362c6432028b51
Source dataset
uspto-grants-2003_11
Patent number
US06653303B1

Reaction notes

Loading…