3-Isopropoxy-5-(2-oxopyrrolidin-1-yl)benzoic Acid → 3-Isopropoxy-N-[(S)-1-((2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl)-2-phenylethyl]-5-(2-oxopyrrolidin-1-yl)benzamide

HRID 1612460Notes

Reaction equation

HRID 1612460 reaction equation
[CH2:1]([C@H:8]([NH:23]C(=O)C1C=CC(F)=C(Br)C=1)[C@@H:9]([OH:22])[CH2:10][C@H:11]([C:13](=[O:21])NCCC(C)(C)C)[CH3:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:34]([O:37][C:38]1[CH:39]=[C:40]([CH:44]=[C:45]([N:47]2[CH2:51][CH2:50][CH2:49][C:48]2=[O:52])[CH:46]=1)[C:41]([OH:43])=O)([CH3:36])[CH3:35].N[C@H]([C@H]1OC(=O)[C@H](C)C1)CC1C=CC=CC=1>>[CH:34]([O:37][C:38]1[CH:39]=[C:40]([CH:44]=[C:45]([N:47]2[CH2:51][CH2:50][CH2:49][C:48]2=[O:52])[CH:46]=1)[C:41]([NH:23][C@H:8]([C@@H:9]1[CH2:10][C@@H:11]([CH3:12])[C:13](=[O:21])[O:22]1)[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:43])([CH3:35])[CH3:36]

Participants

4

Reactant 3

HCID 222530453-Isopropoxy-5-(2-oxopyrrolidin-1-yl)benzoic AcidHCID 68679802(3R,5S)-5-((S)-1-Amino-2-phenylethyl)-3-methyldihydrofuran-2-oneHCID 69589710N-[(1S,2S,4R)-1-Benzyl-4-(3,3-dimethylbutylcarbamoyl)-2-hydroxypentyl]-3-bromo-4-fluorobenzamide

Product 1

HCID 695897653-Isopropoxy-N-[(S)-1-((2S,4R)-4-methyl-5-oxotetrahydrofuran-2-yl)-2-phenylethyl]-5-(2-oxopyrrolidin-1-yl)benzamide

Procedure

Prepared in an analogous manner to D3 from 3-isopropoxy-5-(2-oxopyrrolidin-1-yl)benzoic acid (D16) and (3R,5S)-5-((S)-1-amino-2-phenylethyl)-3-methyldihydrofuran-2-one (D48).

Sources & evidence

ORD record
ord-5433d746f5844f8f855845b670dc46e0
Source dataset
uspto-grants-2006_01
Patent number
US06992103B2

Reaction notes

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