HCID 22413834, compound → HCID 22860807, compound

HRID 2260619Notes

Reaction equation

HRID 2260619 reaction equation
I[C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]([CH3:13])[C:7](=[O:14])[CH2:6][CH2:5]2.[OH:15][C@:16]1([C:23]2[CH:24]=[C:25]([SH:28])[S:26][CH:27]=2)[CH2:21][CH2:20][O:19][C@@H:18]([CH3:22])[CH2:17]1>>[OH:15][C@:16]1([C:23]2[CH:24]=[C:25]([S:28][C:2]3[CH:3]=[C:4]4[C:9](=[C:10]([CH3:12])[CH:11]=3)[N:8]([CH3:13])[C:7](=[O:14])[CH2:6][CH2:5]4)[S:26][CH:27]=2)[CH2:21][CH2:20][O:19][C@@H:18]([CH3:22])[CH2:17]1

Participants

3

Reactant 2

HCID 22413834HCID 22413834, compoundHCID 53946220HCID 53946220, compound

Product 1

HCID 22860807HCID 22860807, compoundYield 60%

Procedure

Using an analogous procedure to that described in Example 5, 6-iodo-1,8-dimethyl-1,2,3,4-tetrahydroquinolin-2-one was reacted with (2S,4R)-4-hydroxy-4-(2-mercaptothien-4-yl)-2-methyltetrahydropyran to give (2S,4R)-4-hydroxy-2-methyl-4-[2-(1,8-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)thien-4-yl]tetrahydropyran in 60% yield as a foam;

Sources & evidence

ORD record
ord-e9cfb143ec9441ff8325d2b0597611f0
Source dataset
uspto-grants-1995_12
Patent number
US05478842

Reaction notes

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