3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester → HCID 66762001, compound

HRID 573727Notes

Reaction equation

HRID 573727 reaction equation
[Si:1]([O:8][C@H:9]1[CH2:18][C:17]2([CH2:22][CH2:21][CH:20]([C@H:23]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)[OH:24])[CH2:19]2)[CH2:16][C:15]2[N:14]=[C:13]([CH:35]([CH3:37])[CH3:36])[CH:12]=[C:11](I)[C:10]1=2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[O:39]1[CH2:44][CH:43]=[C:42](B2OC(C)(C)C(C)(C)O2)[CH2:41][CH2:40]1>>[Si:1]([O:8][C@H:9]1[CH2:18][C:17]2([CH2:22][CH2:21][CH:20]([C@H:23]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)[OH:24])[CH2:19]2)[CH2:16][C:15]2[N:14]=[C:13]([CH:35]([CH3:37])[CH3:36])[CH:12]=[C:11]([C:42]3[CH2:43][CH2:44][O:39][CH2:40][CH:41]=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 66762503HCID 66762503, compound

Product 1

HCID 66762001HCID 66762001, compound

Procedure

Obtained by starting from (R)—((S)-5′-(tert-butyldimethylsilyloxy)-4′-iodo-2′-isopropyl-6′,8′-dihydro-5′H-spiro[cyclopentane-1,7′-quinoline]-3-yl)(4-(trifluoromethyl)phenyl)methanol and 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. The crude product is used directly in the next step.

Workup

  1. customObtained

Sources & evidence

ORD record
ord-e3fcac52b4cf401c8570d70e6b021405
Source dataset
uspto-grants-2015_05
Patent number
US09029544B2

Reaction notes

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