HCID 66761206, compound → HCID 66763310, compound

HRID 573747Notes

Reaction equation

HRID 573747 reaction equation
[Si](O[C@H]1CC(C)(C)CC2N=C(C(C)C)C(C=O)=C(I)C1=2)(C(C)(C)C)(C)C.C(C1C=CC([Mg]Br)=CC=1)(C)(C)C.[Si:39]([O:46][C@H:47]1[CH2:56][C:55]([CH3:58])([CH3:57])[CH2:54][C:53]2[N:52]=[C:51]([CH:59]([CH3:61])[CH3:60])[C:50]([C@@H:62]([C:64]3[CH:69]=[CH:68][C:67]([C:70]([CH3:73])([CH3:72])[CH3:71])=[CH:66][CH:65]=3)[OH:63])=[C:49]([I:74])[C:48]1=2)([C:42]([CH3:45])([CH3:44])[CH3:43])([CH3:41])[CH3:40]>>[Si:39]([O:46][C@H:47]1[CH2:56][C:55]([CH3:58])([CH3:57])[CH2:54][C:53]2[N:52]=[C:51]([CH:59]([CH3:61])[CH3:60])[C:50]([C@H:62]([C:64]3[CH:65]=[CH:66][C:67]([C:70]([CH3:71])([CH3:73])[CH3:72])=[CH:68][CH:69]=3)[OH:63])=[C:49]([I:74])[C:48]1=2)([C:42]([CH3:43])([CH3:44])[CH3:45])([CH3:41])[CH3:40]

Participants

4

Reactant 3

HCID 66761206HCID 66761206, compoundHCID 86662512(S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehydeHCID 178440986HCID 178440986, compound

Product 1

HCID 66763310HCID 66763310, compound

Procedure

Obtained by starting from (S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde and 4-tert.-butylphenylmagnesium bromide. (R)—((S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-tert-butylphenyl)methanol:

Workup

  1. customObtained

Sources & evidence

ORD record
ord-51c21502337a40c1ab57f9d6140c219b
Source dataset
uspto-grants-2015_05
Patent number
US09029544B2

Reaction notes

Loading…