1,7-Diphenyl-4-heptanol → HCID 178418375, compound

HRID 882

Reaction equation

HRID 882 reaction equation
[Si:1]([O:8][C@H:9]1[CH2:14][CH2:13][C@H:12](/[CH:15]=[C:16](\[CH3:19])/[CH:17]=[O:18])[CH2:11][CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[C:20]1([CH2:26][CH2:27][CH2:28][Mg]Br)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C1(CCCC(O)CCCC2C=CC=CC=2)C=CC=CC=1>C1COCC1>[Si:1]([O:8][C@H:9]1[CH2:10][CH2:11][C@H:12](/[CH:15]=[C:16](\[CH3:19])/[CH:17]([OH:18])[CH2:28][CH2:27][CH2:26][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:13][CH2:14]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 105398701,7-Diphenyl-4-heptanolHCID 178418459HCID 178418459, compoundHCID 178418471HCID 178418471, compound

Product 1

HCID 178418375HCID 178418375, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The alcohol 137 was prepared from the crude aldehyde 136. and 1.5 mL (0.75 mmol) of 120 in 2.0 mL of THF as described above for the synthesis of alcohol 121 in Example 1 to give 220 mg of the crude diastereomeric alcohol 137. Flash chromatography (elution with 20% ethyl acetate in hexane) afforded 146 mg of the alcohol 137 as an oil. 1H NMR consistent with structure.

Sources & evidence

ORD record
ord-a6be5895ebf2488a874923e3878acfbe
Source dataset
uspto-grants-1998_03
Patent number
US05723459

Linked notes

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