Chloroform → 2-({2-[Bis(carboxymethyl)amino]-5-(4-isothiocyanatophenyl)pentyl}({2-[bis(carboxy methyl)amino]ethyl})amino)acetic acid

HRID 62584ノート

反応式

HRID 62584 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH:11]([N:29]([CH2:34][C:35]([OH:37])=[O:36])[CH2:30][C:31]([OH:33])=[O:32])[CH2:12][N:13]([CH2:18][CH2:19][N:20]([CH2:25][C:26]([OH:28])=[O:27])[CH2:21][C:22]([OH:24])=[O:23])[CH2:14][C:15]([OH:17])=[O:16])=[CH:4][CH:3]=1.[C:38](Cl)(Cl)=[S:39].C(Cl)(Cl)Cl>O>[C:31]([CH2:30][N:29]([CH2:34][C:35]([OH:37])=[O:36])[CH:11]([CH2:10][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([N:1]=[C:38]=[S:39])=[CH:3][CH:4]=1)[CH2:12][N:13]([CH2:18][CH2:19][N:20]([CH2:21][C:22]([OH:24])=[O:23])[CH2:25][C:26]([OH:28])=[O:27])[CH2:14][C:15]([OH:17])=[O:16])([OH:33])=[O:32]

参加物

5

反応物 3

HCID 6212ChloroformHCID 10040ThiophosgeneHCID 867026522-{[5-(4-Aminophenyl)-2-[bis(carboxymethyl)amino]pentyl] ({2-[bis(carboxymethyl)amino]ethyl})amino}acetic acid

生成物 1

HCID 867026532-({2-[Bis(carboxymethyl)amino]-5-(4-isothiocyanatophenyl)pentyl}({2-[bis(carboxy methyl)amino]ethyl})amino)acetic acid収率 97%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 6b (10.2 mg, 0.0152 mmol) in water (100 μL) was added dropwise 1M thiophosgene in CHCl3 (18.2 μL, 0.0182 mmol). The resulting mixture was stirred at room temperature for 3 h. The aqueous layer was concentrated in vacuo to provide pure 7b (10 mg, 97%) as a light yellowish solid. 1H NMR (MeOD, 300 MHz) δ 2.40-4.51 (m, 28H), 7.05-7.70 (m, 4H).

後処理

  1. concentrationThe aqueous layer was concentrated in vacuo

出典と根拠

ORDレコード
ord-dbc4d8ea6fd245bc93bf3f71684eaa27
出典データセット
uspto-grants-2016_09
特許番号
US09446995B2

反応ノート

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