4-Hydroxybiphenyl → HCID 54298609, compound

HRID 1744889Notes

Reaction equation

HRID 1744889 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH2:5][N:6]([CH2:8][CH2:9][C@H:10]([OH:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:7])[CH3:2].[C:19]1([C:25]2[CH:30]=[CH:29][C:28](O)=[CH:27][CH:26]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4](=[O:18])[CH2:5][N:6]([CH2:8][CH2:9][C@H:10]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[O:17][C:28]1[CH:29]=[CH:30][C:25]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:26][CH:27]=1)[CH3:7])[CH3:2]

Participants

4

Reactant 2

HCID 71034-HydroxybiphenylHCID 54515823HCID 54515823, compound

Product 1

HCID 54298609HCID 54298609, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

prepared by Mitzunobu reaction (analogously to Example 8C, Step 1) of [S]-(−)-N-(3-hydroxy-3-phenylpropyl)sarcosine ethyl ester (from step 1) with 4-phenylphenol (Aldrich)—yield 22%; [α]D25+22.3° (c 8.1, CHCl3). See Reaction 26, FIG. 3.

Workup

  1. customReaction 26, FIG. 3

Sources & evidence

ORD record
ord-153c5ea614df4d4bb923e19e7d3e2b3b
Source dataset
uspto-grants-2006_03
Patent number
US07019024B2

Reaction notes

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