Oxane-4-carboxylic acid → HCID 59543591, compound

HRID 1697515Notes

Reaction equation

HRID 1697515 reaction equation
FC(F)(F)C(O)=O.[C:8]([C:10]1([NH:13][C:14]([C@@H:16]2[CH2:20][C@@H:19]([S:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)(=[O:23])=[O:22])[CH2:18][NH:17]2)=[O:15])[CH2:12][CH2:11]1)#[N:9].[O:30]1[CH2:35][CH2:34][CH:33]([C:36](O)=[O:37])[CH2:32][CH2:31]1>>[C:8]([C:10]1([NH:13][C:14]([C@@H:16]2[CH2:20][C@@H:19]([S:21]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)(=[O:23])=[O:22])[CH2:18][N:17]2[C:36]([CH:33]2[CH2:34][CH2:35][O:30][CH2:31][CH2:32]2)=[O:37])=[O:15])[CH2:12][CH2:11]1)#[N:9]

Participants

3

Reactant 2

HCID 219302Oxane-4-carboxylic acidHCID 66770358HCID 66770358, compound

Product 1

HCID 59543591HCID 59543591, compound

Procedure

(2S,4R)-4-benzenesulfonyl-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide trifluoro-acetate from experiment K3 was coupled with tetrahydro-pyran-4-carboxylic acid in analogy to experiment A1 to give (2S,4R)-4-benzenesulfonyl-1-(tetrahydro-pyran-4-carbonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a colorless oil. MS: 432.3 [M+H]+.

Sources & evidence

ORD record
ord-100c5c3e432f4193865f6d7866e94e04
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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