Trityl chloride → HCID 76311846, compound

HRID 499965Notes

Reaction equation

HRID 499965 reaction equation
[CH3:1][C@@H:2]1[C@H:6]2[C@H:7]([O:15][C@@H:16]3[O:21][C@H:20]([CH2:22][OH:23])[C@@H:19]([OH:24])[C@H:18]([OH:25])[C@H:17]3[OH:26])[O:8][CH:9]=[C:10]([C:11]([O:13][CH3:14])=[O:12])[C@H:5]2[CH2:4][C@@H:3]1[OH:27].[C:28](Cl)([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>N1C=CC=CC=1>[CH3:1][C@@H:2]1[C@H:6]2[C@H:7]([O:15][C@@H:16]3[O:21][C@H:20]([CH2:22][O:23][C:28]([C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=4)([C:41]4[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=4)[C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[C@@H:19]([OH:24])[C@H:18]([OH:25])[C@H:17]3[OH:26])[O:8][CH:9]=[C:10]([C:11]([O:13][CH3:14])=[O:12])[C@H:5]2[CH2:4][C@@H:3]1[OH:27]

Participants

4

Reactant 2

HCID 6456Trityl chlorideHCID 8769118524-94-2

Product 1

HCID 76311846HCID 76311846, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
45 °C

Procedure

The loganin was dissolved in pyridine and trityl chloride was added in 1.5 equivalents and stirred at 45° C. for 36 hrs to give the compound 6′-O-trityl loganin (2) in 65% yield.

Sources & evidence

ORD record
ord-b864c44cdb7348928c91aa95dd0aac9b
Source dataset
uspto-grants-2010_08
Patent number
US07767798B2

Reaction notes

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