Benzyl Bromide → HCID 18625871, compound

HRID 1860088Notes

Reaction equation

HRID 1860088 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([OH:24])[C:20]([O:22][CH3:23])=[O:21])=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[H-]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:25]([O:24][CH:19]([CH2:18][C:15]1[CH:14]=[CH:13][C:12]([O:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[O:7])=[CH:17][CH:16]=1)[C:20]([O:22][CH3:23])=[O:21])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 166653HydrideHCID 18625783HCID 18625783, compound

Product 1

HCID 18625871HCID 18625871, compound

Reagents, catalysts & solvents 1

HCID 67553Tetrabutylammonium IodideCatalyst

Procedure

In a similar manner to that described in Reference example 1(c), a reaction was carried out using methyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-hydroxypropionate (398 mg), which is obtained in a similar manner to that described in Reference example 39(a), benzylbromide (0.28 ml), hydride (55% suspension in oil, 168 mg) and tetrabutylammonium iodide (43 mg) and the reaction mixture was treated to afford the desired compound (133 mg) as a colorless oil.

Workup

  1. customwhich is obtained in a similar manner to that
  2. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-42a3bb80f2354eed97a1786925a6a9d8
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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