Tributylstannane → HCID 178462418, compound

HRID 1766902Notes

Reaction equation

HRID 1766902 reaction equation
C(OC([O:7][CH2:8][C:9]1[CH:54]=[CH:53][CH:52]=[CH:51][C:10]=1[C:11]([O:13][C@:14]([C:43]1[CH:48]=[CH:47][C:46]([F:49])=[CH:45][C:44]=1[F:50])([CH2:37][N:38]1[CH:42]=[N:41][CH:40]=[N:39]1)[C@H:15]([S:17][C@@H:18]1[CH2:23][O:22][C@@H:21](/[CH:24]=[CH:25]/[CH:26]=[CH:27]/[C:28]2[CH:33]=[CH:32][C:31]([C:34]#[N:35])=[CH:30][C:29]=2[F:36])[O:20][CH2:19]1)[CH3:16])=[O:12])=O)C=C.C([SnH](CCCC)CCCC)CCC.C(OCC)(=O)C>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CCCCCC>[OH:7][CH2:8][C:9]1[CH:54]=[CH:53][CH:52]=[CH:51][C:10]=1[C:11]([O:13][C@:14]([C:43]1[CH:48]=[CH:47][C:46]([F:49])=[CH:45][C:44]=1[F:50])([CH2:37][N:38]1[CH:42]=[N:41][CH:40]=[N:39]1)[C@H:15]([S:17][C@@H:18]1[CH2:23][O:22][C@@H:21](/[CH:24]=[CH:25]/[CH:26]=[CH:27]/[C:28]2[CH:33]=[CH:32][C:31]([C:34]#[N:35])=[CH:30][C:29]=2[F:36])[O:20][CH2:19]1)[CH3:16])=[O:12]

Participants

6

Reactant 3

HCID 5948TributylstannaneHCID 8857Ethyl AcetateHCID 178459899HCID 178459899, compound

Product 1

HCID 178462418HCID 178462418, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 8058HexaneSolvent

Procedure

A chemical reaction was carried out according to a similar procedure to that described in Example 11-(4) using (1R,2R)-2-[[trans-2-[(1E,3E)-4-(4-cyano-2-fluorophenyl)-1,3-butadienyl]-1,3-dioxan-5-yl]thio]1-(2,4-difluorophenyl)-1-[(1H-1,2,4-triazol-1-yl)methyl]propyl 2-[(allyloxycarbonyl)oxymethyl]benzoate (1.52 g, 2.00 mmol), bis(triphenylphosphine)dichloropalladium (5 mg), and tributyltin hydride (620 mg, 2.13 mmol). The obtained crude product was subjected to chromatography on a silica gel (50 g) column (eluent; ethyl acetate:hexane=1:1˜1:0) to afford the title compound (1.096 g, 81% yield) as a colorless amorphous solid.

Workup

  1. customA chemical reaction
  2. customThe obtained crude product

Sources & evidence

ORD record
ord-d2f7f0f0d52949cb9c679acbcfa0a8d7
Source dataset
uspto-grants-2007_06
Patent number
US07230023B2

Reaction notes

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