(1R)-1-{[2(S)-(hex-5-enyl-methyl-carbamoyl)-4(R)-hydroxy-pyrrolidine-N-carbonyl]amino}-2(R)-vinyl-cyclopropanecarboxylic acid ethyl ester → (1R)-1-{[2(S)-(oct-5-enyl-methyl-carbamoyl)-4(R)-hydroxy-pyrrolidine-N-carbonyl]amino}-2(R)-vinyl-cyclopropanecarboxylic acid ethyl ester
Reaction equation
[I-].[CH2:2]([O:4][C:5]([C@@:7]1([NH:12][C:13](N2C=C[N+](C)=C2)=[O:14])[CH2:9][C@H:8]1[CH:10]=[CH2:11])=[O:6])[CH3:3].[CH2:21]([N:29]([CH3:38])[C:30]([C@@H:32]1[CH2:36][C@@H:35]([OH:37])[CH2:34][NH:33]1)=[O:31])[CH2:22][CH2:23][CH2:24][CH2:25][CH:26]=[CH:27][CH3:28].C(OC([C@@]1(NC(N2C[C@H](O)C[C@H]2C(=O)N(CCCCC=C)C)=O)C[C@@H]1C=C)=O)C>>[CH2:2]([O:4][C:5]([C@@:7]1([NH:12][C:13]([N:33]2[CH2:34][C@H:35]([OH:37])[CH2:36][C@H:32]2[C:30](=[O:31])[N:29]([CH2:21][CH2:22][CH2:23][CH2:24][CH:25]=[CH:26][CH2:27][CH3:28])[CH3:38])=[O:14])[CH2:9][C@@H:8]1[CH:10]=[CH2:11])=[O:6])[CH3:3]Participants
4
Reactant 3
Product 1
Procedure
Compound 72b was synthesized from compounds 34 and 71b as a beige solid in 48% yield, following the procedure as described for compound 50.
Sources & evidence
- ORD record
- ord-200e898b3f324744b8a4920ee3d19d91
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08093379B2
Reaction notes
Loading…