Tetrahydro-4H-pyran-4-one → ((3aS,5S,6aR)-5-((tetrahydro-2H-pyran-4-yl)amino)hexahydro-2H-cyclopenta[b]furan-3a-yl)(7-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl)methanone

HRID 1747125Notes

Reaction equation

HRID 1747125 reaction equation
C(O[C:6]([NH:8][C@H:9]1[CH2:13][C@@:12]([CH2:17][CH2:18][O:19][Si](C(C)(C)C)(C)C)([C:14]([OH:16])=O)[CH:11]=[CH:10]1)=O)(C)(C)C.[F:27][C:28]([F:40])([F:39])[C:29]1[CH:38]=[C:37]2[C:32]([CH2:33][CH2:34][NH:35][CH2:36]2)=[CH:31][CH:30]=1.[O:41]1[CH2:46][CH2:45]C(=O)[CH2:43][CH2:42]1>>[O:41]1[CH2:46][CH2:45][CH:6]([NH:8][C@@H:9]2[CH2:10][C@H:11]3[O:19][CH2:18][CH2:17][C@@:12]3([C:14]([N:35]3[CH2:34][CH2:33][C:32]4[C:37](=[CH:38][C:29]([C:28]([F:27])([F:39])[F:40])=[CH:30][CH:31]=4)[CH2:36]3)=[O:16])[CH2:13]2)[CH2:43][CH2:42]1

Participants

4

Reactant 3

HCID 121599Tetrahydro-4H-pyran-4-oneHCID 103755517-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinolineHCID 86708128(1S,4S)-4-((tert-butoxycarbonyl)amino)-1-(2-((tert-butyldimethylsilyl)oxy)ethyl)cyclopent-2-enecarboxylic acid

Product 1

HCID 71768723((3aS,5S,6aR)-5-((tetrahydro-2H-pyran-4-yl)amino)hexahydro-2H-cyclopenta[b]furan-3a-yl)(7-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl)methanone

Procedure

The title compound was prepared from reaction of the product of Step B of Example 1 and 7-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline following the procedure described in Example 1, Step C, following Steps D through G, and then using tetrahydro-4H-pyran-4-one following the procedure described in Example 1, Step H.

Sources & evidence

ORD record
ord-5b1e19ca141c49b3baeee37b1be37ce5
Source dataset
uspto-grants-2015_10
Patent number
US09150532B2

Reaction notes

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