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Sodium Hydroxide → Bis-(3,4-methylenedioxyphenylmethyl)acetyl-(alpha-methyl-D-tryptophan)

HRID 976043
ノート
印刷プレビュー

反応式

HRID 976043 の反応式
C[C:2]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]2[O:38][CH2:39][O:40][C:34]=2[CH:33]=1)([CH2:21][C:22]1[CH:27]=[CH:26][C:25]2[O:28][CH2:29][O:30][C:24]=2[CH:23]=1)[C:3]([NH:5][C@@:6]([CH3:20])([C:17]([OH:19])=[O:18])[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)=[O:4].[OH-].[Na+]>CO.C1COCC1.O.CCOCC>[CH2:39]1[O:38][C:35]2[CH:36]=[CH:37][C:32]([CH2:31][CH:2]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]4[O:28][CH2:29][O:30][C:24]=4[CH:23]=3)[C:3]([NH:5][C@@:6]([CH3:20])([C:17]([OH:19])=[O:18])[CH2:7][C:8]3[C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[NH:10][CH:9]=3)=[O:4])=[CH:33][C:34]=2[O:40]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 2

HCID 14798Sodium HydroxideHCID 86750507Methyl bis-(3,4-methylenedioxyphenylmethyl)acetyl-(alpha-methyl-D-tryptophan)

生成物 1

HCID 86750508Bis-(3,4-methylenedioxyphenylmethyl)acetyl-(alpha-methyl-D-tryptophan)収率 82.3%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒
HCID 3283
Diethyl Ether
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 0.36 g (0.66 mmol) of methyl bis-(3,4-methylenedioxyphenylmethyl)acetyl-(α-methyl-D-tryptophan) in 10 mL MeOH and 2 mL THF was treated with a solution of 0.133 g (3.3 mmol) of NaOH in 2 mL H2O and the solution stirred at room temperature for 2 days. The solvent was removed under reduced pressure and the residue taken up in EtOAc and washed twice with 1N HCl, then saturated NaCl. Drying over MgSO4 and removal of the solvent under reduced pressure gave the product. This was dissolved in Et2O and the solvent removed under reduced pressure to give 0.28 g (82.3% yield) of the product as an amorphous white solid. The structure was confirmed by NMR and mass spectroscopy.

後処理

  1. customThe solvent was removed under reduced pressure
  2. washwashed twice with 1N HCl
  3. dry with materialDrying over MgSO4 and removal of the solvent under reduced pressure
  4. customgave the product
  5. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-3b4a85a92b9e4024a45c2487b4a94c20
出典データセット
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05610177

反応ノート

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