5-({4-cyclohexyl-3-methyl-3-[(trimethylsilyl)oxy]butyl}sulfonyl)-1-phenyl-1H-tetrazole → 2-[(2-{(1R,2R,5S)-2-[(1E)-5-cyclohexyl-4-hydroxy-4-methyl-1-pentenyl]-5-hydroxycyclopentyl}ethyl)thio]-1,3-thiazole-4-carboxylic acid

HRID 1888311Notes

Reaction equation

HRID 1888311 reaction equation
[CH:1]1([CH2:7][C:8]([CH3:30])([O:25][Si](C)(C)C)[CH2:9][CH2:10]S(C2N(C3C=CC=CC=3)N=NN=2)(=O)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([O:34][C@H:35]1[CH2:39][CH2:38][C@H:37]([CH:40]=O)[C@H:36]1[CH2:42][CH2:43][S:44][C:45]1[S:46][CH:47]=[C:48]([C:50]([O:52]CC)=[O:51])[N:49]=1)(=O)C>>[CH:1]1([CH2:7][C:8]([OH:25])([CH3:30])[CH2:9]/[CH:10]=[CH:40]/[C@H:37]2[CH2:38][CH2:39][C@H:35]([OH:34])[C@@H:36]2[CH2:42][CH2:43][S:44][C:45]2[S:46][CH:47]=[C:48]([C:50]([OH:52])=[O:51])[N:49]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 231481365-({4-cyclohexyl-3-methyl-3-[(trimethylsilyl)oxy]butyl}sulfonyl)-1-phenyl-1H-tetrazoleHCID 86634273Ethyl 2-({2-[(1R,2S,5S)-2-(acetyloxy)-5-formylcyclopentyl]ethyl}thio)-1,3-thiazole-4-carboxylate

Product 1

HCID 668587942-[(2-{(1R,2R,5S)-2-[(1E)-5-cyclohexyl-4-hydroxy-4-methyl-1-pentenyl]-5-hydroxycyclopentyl}ethyl)thio]-1,3-thiazole-4-carboxylic acid

Procedure

By the same procedure as a series of reactions of Example 43→Example 44→Example 45 using 5-({4-cyclohexyl-3-methyl-3-[(trimethylsilyl)oxy]butyl}sulfonyl)-1-phenyl-1 H-tetrazole instead of the compound 41 and using the compound 49 instead of the compound 42, the title compound having the following physical data was obtained.

Sources & evidence

ORD record
ord-70b98b4d7189492c870ec4ab5989bb09
Source dataset
uspto-grants-2013_08
Patent number
US08501793B2

Reaction notes

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