Triphenylphosphine → HCID 54347668, compound

HRID 2260608Notes

Reaction equation

HRID 2260608 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[SH:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[N:27]([CH3:31])[C:26](=[O:32])[CH2:25][CH2:24]2.Br[C:34]1[S:38][C:37]([C@@:39]2([O:46][CH3:47])[CH2:44][CH2:43][O:42][C@@H:41]([CH3:45])[CH2:40]2)=[N:36][CH:35]=1>>[CH3:47][O:46][C@:39]1([C:37]2[S:38][C:34]([S:20][C:21]3[CH:22]=[C:23]4[C:28](=[CH:29][CH:30]=3)[N:27]([CH3:31])[C:26](=[O:32])[CH2:25][CH2:24]4)=[CH:35][N:36]=2)[CH2:44][CH2:43][O:42][C@@H:41]([CH3:45])[CH2:40]1

Participants

4

Reactant 3

HCID 11776TriphenylphosphineHCID 224137591-Methyl-6-sulfanyl-1,2,3,4-tetrahydroquinolin-2-oneHCID 53675256HCID 53675256, compound

Product 1

HCID 54347668HCID 54347668, compoundYield 72%

Procedure

Using an analogous procedure to that described in Example 1 except that triphenylphosphine (0.04 g) was added, 6-mercapto-1-methyl-1,2,3,4-tetrahydroquinolin-2-one (0.153 g) was reacted with (2S,4R)-4-(5-bromothiazol-2-yl)-4-methoxy-2-methyltetrahydropyran (0.23 g) to give (2S,4R)-4-methoxy-2-methyl-4-[5-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)thiazol-2-yl]-tetrahydropyran in 72% yield as a foam;

Workup

  1. additionwas added

Sources & evidence

ORD record
ord-56b3d20462064e179bfc0f93cc32cd2a
Source dataset
uspto-grants-1995_12
Patent number
US05478843

Reaction notes

Loading…