Triethylamine → [5-(4-Bromo-phenyl)-oxazol-4-yl]-carbamic acid (R)-1-phenyl-ethyl ester

HRID 919048ノート

反応式

HRID 919048 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][CH:11]=[N:10][C:9]=2C(O)=O)=[CH:4][CH:3]=1.[C:16]1([C@H:22]([OH:24])[CH3:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C([N:27]([CH2:30]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:39])C=CC=CC=1>C1(C)C=CC=CC=1>[C:16]1([C@H:22]([O:24][C:30](=[O:39])[NH:27][C:9]2[N:10]=[CH:11][O:12][C:8]=2[C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=2)[CH3:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 6375161-Phenylethanol, (R)-HCID 616374135-(4-Bromophenyl)oxazole-4-carboxylic acid

生成物 1

HCID 67963772[5-(4-Bromo-phenyl)-oxazol-4-yl]-carbamic acid (R)-1-phenyl-ethyl ester

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

5-(4-Bromo-phenyl)-oxazole-4-carboxylic acid (0.5 g, 1.9 mmol), (R)-1-phenyl-ethanol (0.25 mL, 2.0 mmol) and triethylamine (0.55 mL, 3.8 mmol) were dissolved in toluene (10 mL). Diphenylphosphoryl azide (0.5 mL, 2.3 mmol) was added and the reaction was heated to 80° C. The reaction was monitored by analytical LCMS and when complete was cooled and submitted to standard aqueous workup. The crude material was purified on silica gel to provide the title compound.

後処理

  1. temperaturecomplete was cooled
  2. customThe crude material was purified on silica gel

出典と根拠

ORDレコード
ord-35b3624a484f46eabe09acaf946b7d04
出典データセット
uspto-grants-2016_03
特許番号
US09272990B2

反応ノート

読み込み中…