3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester → HCID 68074149, compound

HRID 573726Notes

Reaction equation

HRID 573726 reaction equation
[Si:1]([O:8][C@H:9]1[CH2:18][C:17]([CH3:20])([CH3:19])[CH2:16][C:15]2[N:14]=[C:13]([CH:21]([CH3:23])[CH3:22])[C:12]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:11](I)[C:10]1=2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[O:30]1[CH2:35][CH:34]=[C:33](B2OC(C)(C)C(C)(C)O2)[CH2:32][CH2:31]1>>[Si:1]([O:8][C@H:9]1[CH2:18][C:17]([CH3:20])([CH3:19])[CH2:16][C:15]2[N:14]=[C:13]([CH:21]([CH3:23])[CH3:22])[C:12]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:11]([C:33]3[CH2:34][CH2:35][O:30][CH2:31][CH:32]=3)[C:10]1=2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 112180533,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 68061444HCID 68061444, compound

Product 1

HCID 68074149HCID 68074149, compound

Procedure

Obtained by starting from (S)-ethyl 5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carboxylate and 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Workup

  1. customObtained

Sources & evidence

ORD record
ord-ea19584d4314454fbd151b823598e4f2
Source dataset
uspto-grants-2015_05
Patent number
US09029544B2

Reaction notes

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