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Trifluoroacetic acid → (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[4,5-bis[(2-chloroacetyl)oxy]-2-methylbenzoyl]oxyiminoacetyl]amino]-3-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

HRID 1032189
ノート
印刷プレビュー

反応式

HRID 1032189 の反応式
C1(C([O:14][C:15]([C:17]2[N:18]3[C@H:21]([S:22][CH2:23][C:24]=2[CH2:25][S:26][C:27]2[S:37][C:30]4=[N:31][C:32]([CH3:36])=[CH:33][C:34](=[O:35])[N:29]4[N:28]=2)[C@H:20]([NH:38][C:39](=[O:87])/[C:40](/[C:62]2[N:63]=[C:64]([NH:67]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[S:65][CH:66]=2)=[N:41]\[O:42][C:43](=[O:61])[C:44]2[CH:49]=[C:48]([O:50][C:51](=[O:54])[CH2:52][Cl:53])[C:47]([O:55][C:56](=[O:59])[CH2:57][Cl:58])=[CH:46][C:45]=2[CH3:60])[C:19]3=[O:88])=[O:16])C2C=CC=CC=2)C=CC=CC=1.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>ClC(Cl)C>[NH2:67][C:64]1[S:65][CH:66]=[C:62](/[C:40](=[N:41]/[O:42][C:43](=[O:61])[C:44]2[CH:49]=[C:48]([O:50][C:51](=[O:54])[CH2:52][Cl:53])[C:47]([O:55][C:56](=[O:59])[CH2:57][Cl:58])=[CH:46][C:45]=2[CH3:60])/[C:39]([NH:38][C@@H:20]2[C:19](=[O:88])[N:18]3[C@@H:21]2[S:22][CH2:23][C:24]([CH2:25][S:26][C:27]2[S:37][C:30]4=[N:31][C:32]([CH3:36])=[CH:33][C:34](=[O:35])[N:29]4[N:28]=2)=[C:17]3[C:15]([OH:16])=[O:14])=[O:87])[N:63]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 16166549benzhydryl (6R,7R)-7-[[(2Z)-2-[4,5-bis[(2-chloroacetyl)oxy]-2-methylbenzoyl]oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-3-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

生成物 1

HCID 14124722
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[4,5-bis[(2-chloroacetyl)oxy]-2-methylbenzoyl]oxyiminoacetyl]amino]-3-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
収率 93.3%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

To a solution of the product obtained in Step 5 (0.47 g) in dichloroethane (3.5 ml) were added anisole (0.23 ml) and trifluoroacetic acid (0.47 ml) under ice cooling, and the resulting solution was stirred at room temperature for five hours. After removing the solvent under reduced pressure, the residue was crystallized with ether, giving 0.3 g of the objective compound (as trifluoroacetic acid salt).

後処理

  1. customAfter removing the solvent under reduced pressure
  2. customthe residue was crystallized with ether

出典と根拠

ORDレコード
ord-536a286ee74e48deb5260c0a73209abe
出典データセット
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04956474

反応ノート

読み込み中…

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