Tetrahydrofuran → HCID 57810539, compound

HRID 2106470Notes

Reaction equation

HRID 2106470 reaction equation
[CH3:1][C:2]([CH3:36])([CH3:35])[C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[O:18][C:19]3[CH:25]=[CH:24][C:23]([C:26]([NH:28][CH2:29][C:30]([OH:32])=[O:31])=[O:27])=[CH:22][C:20]=3[CH:21]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:33].[BH4-].[Na+].[CH2:39]1COCC1>>[CH2:15]([C:12]([C:17]1[O:18][C:19]2[CH:25]=[CH:24][C:23]([C:26]([N:28]([CH2:29][C:30]([OH:32])=[O:31])[CH3:39])=[O:27])=[CH:22][C:20]=2[CH:21]=1)([C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH:3]([OH:34])[C:2]([CH3:1])([CH3:35])[CH3:36])=[C:7]([CH3:33])[CH:8]=1)[CH2:13][CH3:14])[CH3:16]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 11329383HCID 11329383, compound

Product 1

HCID 57810539HCID 57810539, compoundYield 74%

Procedure

[(2-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzofuran-5-carbonyl)-methyl-amino]-acetic acid (Example 9) (47 mg, 0.093 mmol) in THF (2.0 mL) are reacted with NaBH4 (7 mg, 0.18 mmol) analogous to Example 8 to yield title compound (35 mg, 74%). MS (ES) m/e: 508.3 (M−1), 510.3 (M+1)

Sources & evidence

ORD record
ord-429b266f286a4dc3b133698acb584481
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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