Tetrahydrofuran → 7-hydroxy-6-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

HRID 955072Notes

Reaction equation

HRID 955072 reaction equation
[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][c:10]2[cH:11][c:12]([O:20][Si:21]([C:22]([CH3:23])([CH3:24])[CH3:25])([CH3:26])[CH3:27])[c:13]([O:18][CH3:19])[cH:14][c:15]2[CH2:16][CH2:17]1.[CH3:29][CH2:30][CH2:31][CH2:32][N+:33]([CH2:34][CH2:35][CH2:36][CH3:37])([CH2:38][CH2:39][CH2:40][CH3:41])[CH2:42][CH2:43][CH2:44][CH3:45].[F-:28].[O:46]1[CH2:47][CH2:48][CH2:49][CH2:50]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][c:10]2[cH:11][c:12]([OH:20])[c:13]([O:18][CH3:19])[cH:14][c:15]2[CH2:16][CH2:17]1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 16028TetrabutylammoniumHCID 28179Fluoride IonHCID 190420613,4-dihydro-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxy-2(1H)-isoquinolinecarboxylic acid-1,1-dimethylethyl ester

Product 1

HCID 534153467-hydroxy-6-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-5b2c87a9eeae463384e24958d520893c
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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