L-Homoserine lactone → 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid ((S)-2-oxo-tetrahydro-furan-3-yl)-amide

HRID 632441Notes

Reaction equation

HRID 632441 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([OH:17])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH2:3][CH2:2]1.[NH2:18][C@H:19]1[CH2:23][CH2:22][O:21][C:20]1=[O:24]>>[O:24]=[C:20]1[C@@H:19]([NH:18][C:15]([C:7]2[CH:6]=[CH:5][C:4]([CH:1]3[CH2:2][CH2:3]3)=[C:9]([O:10][CH2:11][CH:12]3[CH2:13][CH2:14]3)[N:8]=2)=[O:17])[CH2:23][CH2:22][O:21]1

Participants

3

Reactant 2

HCID 445963L-Homoserine lactoneHCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 711057485-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid ((S)-2-oxo-tetrahydro-furan-3-yl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethyloxy-pyridine-2-carboxylic acid (Example 42a) and (35)-3-aminodihydro-2(3H)-furanone (CAN 2185-02-6) as starting materials; LC-MS (UV peak area/ESI) 100%, 317.1500 (M+H)+.

Sources & evidence

ORD record
ord-cb1de3f69d9546d3b882e1dab1c38498
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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