1,1-dimethylethyl {(1R)-1-[({6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}amino)carbonyl]propyl}carbamate → (2R)-2-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}butanamide

HRID 527550Notes

Reaction equation

HRID 527550 reaction equation
CC(N([C@H](C)C(NC1C=NC(OC2C3C(C)(C)COC=3C=CC=2)=CC=1)=O)C(=O)[O-])(C)C.[CH3:32][C:33]1([CH3:63])[C:37]2[C:38]([O:42][C:43]3[N:48]=[CH:47][C:46]([NH:49][C:50]([C@H:52]([NH:55]C(=O)OC(C)(C)C)[CH2:53][CH3:54])=[O:51])=[CH:45][CH:44]=3)=[CH:39][CH:40]=[CH:41][C:36]=2[O:35][CH2:34]1>>[NH2:55][C@H:52]([CH2:53][CH3:54])[C:50]([NH:49][C:46]1[CH:47]=[N:48][C:43]([O:42][C:38]2[C:37]3[C:33]([CH3:32])([CH3:63])[CH2:34][O:35][C:36]=3[CH:41]=[CH:40][CH:39]=2)=[CH:44][CH:45]=1)=[O:51]

Participants

3

Reactant 2

HCID 679669601,1-dimethylethyl {(1R)-1-[({6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}amino)carbonyl]propyl}carbamateHCID 866984221,1-dimethylethyl[(1R)-2-({6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}amino)-1-methyl-2-oxoethyl]carbamate

Product 1

HCID 86698424(2R)-2-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}butanamide

Procedure

The title compound was made in a similar fashion to the preparation of Intermediate 61 replacing 1,1-dimethylethyl[(1R)-2-({6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}amino)-1-methyl-2-oxoethyl]carbamate with 1,1-dimethylethyl {(1R)-1-[({6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}amino)carbonyl]propyl}carbamate

Sources & evidence

ORD record
ord-82be42f5f2b64f2da80abd7ba7a47e57
Source dataset
uspto-grants-2016_05
Patent number
US09346790B2

Reaction notes

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