Dichloromethane → Biphenyl-2-ylcarbamic Acid

HRID 1393820ノート

反応式

HRID 1393820 の反応式
[C:1]([OH:4])(=[O:3])C.NC[C@@H]([C:16]1[CH:25]=[CH:24][C:23](O)=[C:22]2[C:17]=1[CH:18]=[CH:19][C:20](=O)[NH:21]2)O[Si](C(C)(C)C)(C)C.C(O[BH-](O[C:38](=O)[CH3:39])OC(=O)C)(=O)C.[Na+].Cl[CH2:43]Cl>CO>[C:17]1([C:18]2[CH:19]=[CH:20][CH:39]=[CH:38][CH:43]=2)[CH:16]=[CH:25][CH:24]=[CH:23][C:22]=1[NH:21][C:1](=[O:3])[OH:4]

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 5049666Sodium triacetoxyborohydrideHCID 666722995-[(R)-2-amino-1-(tert-butyldimethylsilanyloxy)ethyl]-8-hydroxy-1H-quinolin-2-one acetate

生成物 1

HCID 607059Biphenyl-2-ylcarbamic Acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To the product from Preparation 97 in a mixture of dichloromethane (0.5 mL) and methanol (0.5 mL) was added 5-[(R)-2-amino-1-(tert-butyldimethylsilanyloxy)ethyl]-8-hydroxy-1H-quinolin-2-one acetate (124.1 mg, 3.1 mmol) and the resulting mixture was stirred at room temperature for 1.5 h. Sodium triacetoxyborohydride (190.7 mg, 0.9 mmol) was added and the resulting mixture was stirred at room temperature for 15 h. The reaction was quenched by adding water (about 0.2 mL) and the mixture was concentrated in vacuo to give the title compound, which was used without further purification. MS m/z 854.5 (M+H, expected 853.36 for C46H56ClN5O7Si).

後処理

  1. customTo the product from Preparation 97
  2. stirringthe resulting mixture was stirred at room temperature for 15 h
  3. customThe reaction was quenched
  4. additionby adding water (about 0.2 mL)
  5. concentrationthe mixture was concentrated in vacuo

出典と根拠

ORDレコード
ord-24c1b8e0e7704bc5aa4a38ea6bca07f6
出典データセット
uspto-grants-2008_03
特許番号
US07345175B2

反応ノート

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