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Hydrochloric Acid → 5-(4-(2-((Tert-butoxycarbonylamino)methyl)-5-fluorobenzamido)-N-methylbutylsulfonamido)-8-(tosyloxy)-1,6-naphthyridine-7-carboxylic acid

HRID 455315
ノート
印刷プレビュー

反応式

HRID 455315 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:52]=[CH:51][C:50]([F:53])=[CH:49][C:11]=1[C:12]([NH:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19]([N:22]([C:24]1[N:33]=[C:32]([C:34]([O:36]C)=[O:35])[C:31]([O:38][S:39]([C:42]2[CH:48]=[CH:47][C:45]([CH3:46])=[CH:44][CH:43]=2)(=[O:41])=[O:40])=[C:30]2[C:25]=1[CH:26]=[CH:27][CH:28]=[N:29]2)[CH3:23])(=[O:21])=[O:20])=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1COCC1.[OH-].[Li+].Cl>O.C(OCC)(=O)C>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:52]=[CH:51][C:50]([F:53])=[CH:49][C:11]=1[C:12]([NH:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19]([N:22]([C:24]1[N:33]=[C:32]([C:34]([OH:36])=[O:35])[C:31]([O:38][S:39]([C:42]2[CH:48]=[CH:47][C:45]([CH3:46])=[CH:44][CH:43]=2)(=[O:41])=[O:40])=[C:30]2[C:25]=1[CH:26]=[CH:27][CH:28]=[N:29]2)[CH3:23])(=[O:20])=[O:21])=[O:13])=[O:7])([CH3:4])([CH3:2])[CH3:3]
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 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 86667517Methyl 5-(4-(2-((tert-butoxycarbonylamino)methyl)-5-fluorobenzamido)-N-methylbutylsulfonamido)-8-(tosyloxy)-1,6-naphthyridine-7-carboxylate

生成物 1

HCID 866675185-(4-(2-((Tert-butoxycarbonylamino)methyl)-5-fluorobenzamido)-N-methylbutylsulfonamido)-8-(tosyloxy)-1,6-naphthyridine-7-carboxylic acid
収率 41%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of methyl 5-(4-(2-((tert-butoxycarbonylamino)methyl)-5-fluorobenzamido)-N-methylbutylsulfonamido)-8-(tosyloxy)-1,6-naphthyridine-7-carboxylate (Example 3.3; 2.75 mmol) in a 1:1 mixture of THF and water (5.5 mL) was added lithium hydroxide (4.13 mmol) at room temperature. After the reaction was finished, ethyl acetate and water were added. The aquous layer was treated with HCl 1N until pH=5-6. The aqueous layer was extracted with ethyl acetate. The organic layer was dried over MgSO4 and concentrated, to obtain the target material in 41% yield.

後処理

  1. extractionThe aqueous layer was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated
  4. customto obtain the target material in 41% yield

出典と根拠

ORDレコード
ord-d452a700b5fd4662bef4541eda2fe989
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08497270B2

反応ノート

読み込み中…

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