Diazomethane → methyl(2S)-2-{[(R)-(4-bromophenyl)(phenyl)methyl]oxy}-4-methylpentanoate

HRID 1180421ノート

反応式

HRID 1180421 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:9][C@@H:10]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1.[N+](=[CH2:26])=[N-]>CO.C(OCC)C.C(O)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[O:9][C@@H:10]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:11]([O:13][CH3:26])=[O:12])=[CH:4][CH:3]=1

参加物

6

反応物 2

HCID 9550DiazomethaneHCID 69470808(2S)-2-{[(R)-(4-bromophenyl)(phenyl)methyl]oxy}-4-methylpentanoic acid

生成物 1

HCID 69469636methyl(2S)-2-{[(R)-(4-bromophenyl)(phenyl)methyl]oxy}-4-methylpentanoate

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of (2S)-2-{[(R)-(4-bromophenyl)(phenyl)methyl]oxy}-4-methylpentanoic acid from step 2 example 1, (2.5 g, 6.6 mmol) in methanol (25 mL) at 0° C. was added portionwise diazomethane in diethyl ether until the yellow color persisted. A few drops of acetic acid were then added to quench the excess diazomethane. The colorless solution was concentrated and then the volatiles were coevaporated twice with n-heptane. The oil was pumped on to remove the last traces of solvent.

後処理

  1. customto quench the excess diazomethane
  2. concentrationThe colorless solution was concentrated
  3. customto remove the last traces of solvent

出典と根拠

ORDレコード
ord-2ab83d1ffcf44afc93354abb2b6faf93
出典データセット
uspto-grants-2007_10
特許番号
US07279478B2

反応ノート

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