Lithium Hydroxide → 4-[[(2,6-dichlorophenyl)carbonyl]amino]-N-[[2-chloro-4-[5-[[(3-hydroxyphenyl)methyl]amino]-1H-tetrazol-1-yl]phenyl]carbonyl]-L-phenylalanine

HRID 1976957ノート

反応式

HRID 1976957 の反応式
[OH-].[Li+].C[O:4][C:5](=[O:49])[C@H:6]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]([NH:38][C:39]([C:41]2[C:46]([Cl:47])=[CH:45][CH:44]=[CH:43][C:42]=2[Cl:48])=[O:40])=[CH:34][CH:33]=1)[NH:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([N:16]2[C:20]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([OH:29])[CH:24]=3)=[N:19][N:18]=[N:17]2)=[CH:12][C:11]=1[Cl:30])=[O:9]>CO.C1COCC1.O>[Cl:47][C:46]1[CH:45]=[CH:44][CH:43]=[C:42]([Cl:48])[C:41]=1[C:39]([NH:38][C:35]1[CH:34]=[CH:33][C:32]([CH2:31][C@@H:6]([C:5]([OH:49])=[O:4])[NH:7][C:8]([C:10]2[CH:15]=[CH:14][C:13]([N:16]3[C:20]([NH:21][CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([OH:29])[CH:24]=4)=[N:19][N:18]=[N:17]3)=[CH:12][C:11]=2[Cl:30])=[O:9])=[CH:37][CH:36]=1)=[O:40]

参加物

6

反応物 2

HCID 3939Lithium HydroxideHCID 698493244-[[(2,6-dichlorophenyl)carbonyl]amino]-N-[[2-chloro-4-[5-[[(3-hydroxyphenyl)methyl]amino]-1H-tetrazol-1-yl]phenyl]carbonyl]-L-phenylalanine methyl ester

生成物 1

HCID 540037814-[[(2,6-dichlorophenyl)carbonyl]amino]-N-[[2-chloro-4-[5-[[(3-hydroxyphenyl)methyl]amino]-1H-tetrazol-1-yl]phenyl]carbonyl]-L-phenylalanine収率 77.5%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

An aqueous 1N lithium hydroxide solution (0.33 mL) was added to a solution of 4-[[(2,6-dichlorophenyl)carbonyl]amino]-N-[[2-chloro-4-[5-[[(3-hydroxyphenyl)methyl]amino]-1H-tetrazol-1-yl]phenyl]carbonyl]-L-phenylalanine methyl ester (75 mg; 0.108 mmol) in methanol (0.66 mL) and THF (0.66 mL) and the mixture was stirred at room temperature for 90 min. After the solvents were stripped under reduced pressure, the residue was dissolved in water (20 mL) and extracted with diethyl ether (3×5 mL). The aqueous layer was filtered through Celite, then acidified with 1 N HCl (0.35 mL). The resulting colorless solid was filtered off, washed with water, and dried in vacuo to give 57 mg of 4-[[(2,6-dichlorophenyl)carbonyl]amino]-N-[[2-chloro-4-[5-[[(3-hydroxyphenyl)methyl]amino]-1H-tetrazol-1-yl]phenyl]carbonyl]-L-phenylalanine. FAB HRMS: (C31H24Cl3N7O5) Obs. Mass 680.0981 Calcd. Mass 680.0983 (M+H).

後処理

  1. extractionextracted with diethyl ether (3×5 mL)
  2. filtrationThe aqueous layer was filtered through Celite
  3. filtrationThe resulting colorless solid was filtered off
  4. washwashed with water
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-a3fec1f3b0ca418890ecc0347040f6f3
出典データセット
uspto-grants-2001_05
特許番号
US06229011B1

反応ノート

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