Benzyl Bromide → Phenylmethyl 6-[[(1,1-dimethylethoxy)carbonyl]amino]hexanoate

HRID 234490

反応式

HRID 234490 の反応式
C1CCN2C(=NCCC2)CC1.[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:20]([O:24][C:25]([NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([OH:35])=[O:34])=[O:26])([CH3:23])([CH3:22])[CH3:21]>C(Cl)Cl>[C:20]([O:24][C:25]([NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([O:35][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:34])=[O:26])([CH3:23])([CH3:21])[CH3:22]

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 6376026-((tert-Butoxycarbonyl)amino)hexanoic acid

生成物 1

HCID 12160267Phenylmethyl 6-[[(1,1-dimethylethoxy)carbonyl]amino]hexanoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.94 ml of DBU and then 1.54 ml of benzyl bromide are added at RT to a solution of 3 g of 6-(tert-butoxycarbonylamino)hexanoic acid in 60 ml of DCM and the mixture is stirred for 24 hours at RT. It is concentrated under vacuum, the residue is taken up with 100 ml of water and extracted with AcOEt, the organic phase is washed with a 5% solution of potassium carbonate, with a saturated solution of NaCl and with water and dried over sodium sulfate and the solvent is evaporated off under vacuum to give 2.8 g of the expected product, which is used as such.

後処理

  1. concentrationIt is concentrated under vacuum
  2. extractionextracted with AcOEt
  3. washthe organic phase is washed with a 5% solution of potassium carbonate, with a saturated solution of NaCl and with water
  4. dry with materialdried over sodium sulfate
  5. customthe solvent is evaporated off under vacuum

出典と根拠

ORDレコード
ord-f9b768c700394298bbbed1554bf678e4
出典データセット
uspto-grants-1997_01
特許番号
US05594023

関連ノート

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