Sodium Hydroxide → HCID 86745715, compound

HRID 373257Notes

Reaction equation

HRID 373257 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][CH2:7]/[CH:8]=[C:9]1\[CH2:10][C@@H:11]2[C@H:15]([CH2:16]\1)[C@H:14](/[CH:17]=[CH:18]/[CH:19]([OH:27])[C:20]([F:26])([F:25])[CH2:21][CH2:22][CH2:23][CH3:24])[C@H:13]([O:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][O:30]1)[CH2:12]2)=[O:4].[OH-].[Na+]>CO>[C:3]([CH2:5][CH2:6][CH2:7]/[CH:8]=[C:9]1\[CH2:10][C@@H:11]2[C@H:15]([CH2:16]\1)[C@H:14](/[CH:17]=[CH:18]/[CH:19]([OH:27])[C:20]([F:25])([F:26])[CH2:21][CH2:22][CH2:23][CH3:24])[C@H:13]([O:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][O:30]1)[CH2:12]2)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86745716HCID 86745716, compound

Product 1

HCID 86745715HCID 86745715, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(1S,2S,3R,5S)-(E)-7-(4-Methoxycarbonylbutylidene)-2-[4,4-difluoro-3(RS)-hydroxy-(E )-1-octenyl]-3-tetrayhydropyranyloxybicyclo[3.3.0]octane (18) (0.175 g) was dissolved into methanol. To the solution, 1N aqueous solution of sodium hydroxide was added, and the mixture was stirred until it became completely clear. After a usual work-up a crude product, (1S,2S,3R,5S)-(E)-7-(4-carboxybutylidene)-2-[4,4-difluoro-3(R S)-hydroxy-(E)-1-octenyl]-3-tetrahydropyranyloxybicyclo[3.3.0]octane (19), was obtained. Yield: 0.172 g

Sources & evidence

ORD record
ord-b4923f101eb34b06bb4ef1b1e06112d2
Source dataset
uspto-grants-1992_11
Patent number
US05162370

Reaction notes

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