HCID 69416370, compound → HCID 86600999, compound

HRID 1351314Notes

Reaction equation

C([Mg]Cl)C1C=CC=CC=1.O1CCCC1.[C:15]([O:19][C:20](=[O:54])[NH:21][C:22]1[S:23][C:24]([CH:45]([OH:53])CC2C=CC=CC=2)=[CH:25][C:26]=1[S:27](=[O:44])(=[O:43])[N:28]([CH2:30][CH:31]([C:36]1[CH:41]=[CH:40][C:39]([F:42])=[CH:38][CH:37]=1)[O:32][CH2:33][O:34][CH3:35])[CH3:29])([CH3:18])([CH3:17])[CH3:16]>>[C:15]([O:19][C:20](=[O:54])[NH:21][C:22]1[S:23][C:24]([CH:45]=[O:53])=[CH:25][C:26]=1[S:27](=[O:44])(=[O:43])[N:28]([CH2:30][CH:31]([C:36]1[CH:37]=[CH:38][C:39]([F:42])=[CH:40][CH:41]=1)[O:32][CH2:33][O:34][CH3:35])[CH3:29])([CH3:18])([CH3:16])[CH3:17]

Participants

Reactant 2

HCID 69416370HCID 69416370, compound

HCID 178420683HCID 178420683, compound

Product 1

HCID 86600999HCID 86600999, compound

Procedure

From (3-{[2-(4-fluorophenyl)-2-methoxymethoxyethyl]methylsulfamoyl}-5-formylthiophene-2-yl)carbamic acid t-butyl ester (160 mg) and 0.35 mL of a solution (0.35 mL) of 2.0M benzyl magnesium chloride-tetrahydrofuran, [3-{[2-(4-fluorophenyl)-2-methoxymethoxyethyl]methylsulfamoyl}-5-(1-hydroxy-2-phenylethyl)thiophene-2-yl]carbamic acid t-butyl ester was obtained, in the same way as Preparation Example 87. Thereafter, oxidation reaction was carried out, which was the same as Preparation Example 108, and the title compound (47 mg) was obtained as an orange oily substance.

Sources & evidence

ORD record: ord-46763f25ea6c46eeb68f6f0512cce1a0
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07217723B2

Reaction notes

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