4-tert-Butylphenol → HCID 54432672, compound

HRID 1744888Notes

Reaction equation

HRID 1744888 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]([C:23]1[CH:28]=[CH:27][C:26](O)=[CH:25][CH:24]=1)([CH3:22])([CH3:21])[CH3:20]>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:26]1[CH:27]=[CH:28][C:23]([C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:24][CH:25]=1)[CH3:7])[CH3:2]

Participants

4

Reactant 2

HCID 73934-tert-ButylphenolHCID 54515823HCID 54515823, compound

Product 1

HCID 54432672HCID 54432672, compoundYield 41%

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-tert-butylphenol (Aldrich)—yield 41%; [α]D25+18.6° (c 7.84, CHCl3). See Reaction 24, FIG. 3.

Workup

  1. customReaction 24, FIG. 3

Sources & evidence

ORD record
ord-b59aefdf3df941c3ac8219f84197b965
Source dataset
uspto-grants-2006_03
Patent number
US07019024B2

Reaction notes

Loading…