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Dicyclohexylcarbodiimide → HCID 141557382、化合物

HRID 359632
ノート
印刷プレビュー

反応式

HRID 359632 の反応式
[C:1]1([C:7]([NH:20][C:21]2[S:22][CH:23]=[C:24](/[C:26](=[N:30]/[O:31][CH:32]([C:51]([O:53][CH:54]([C:61]3[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=3)[C:55]3[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=3)=[O:52])[C:33]3[CH:38]=[C:37]([O:39][C:40](=[O:42])[CH3:41])[C:36]([O:43][C:44](=[O:46])[CH3:45])=[C:35]([O:47][C:48](=[O:50])[CH3:49])[CH:34]=3)/[C:27](O)=[O:28])[N:25]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:67]1([CH:73]([O:80][C:81]([C:83]2[N:84]3[C@H:87]([S:88][CH2:89][C:90]=2[CH2:91][S:92][C:93]2[N:98]4[N:99]=[C:100]([C:102]([O:104][CH:105]([C:112]5[CH:117]=[CH:116][CH:115]=[CH:114][CH:113]=5)[C:106]5[CH:111]=[CH:110][CH:109]=[CH:108][CH:107]=5)=[O:103])[N:101]=[C:97]4[N:96]=[C:95]([CH3:118])[CH:94]=2)[C@H:86]([NH2:119])[C:85]3=[O:120])=[O:82])[C:74]2[CH:79]=[CH:78][CH:77]=[CH:76][CH:75]=2)[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=1.C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[C:67]1([CH:73]([O:80][C:81]([C:83]2[N:84]3[C@H:87]([S:88][CH2:89][C:90]=2[CH2:91][S:92][C:93]2[N:98]4[N:99]=[C:100]([C:102]([O:104][CH:105]([C:112]5[CH:113]=[CH:114][CH:115]=[CH:116][CH:117]=5)[C:106]5[CH:107]=[CH:108][CH:109]=[CH:110][CH:111]=5)=[O:103])[N:101]=[C:97]4[N:96]=[C:95]([CH3:118])[CH:94]=2)[C@H:86]([NH:119][C:27](=[O:28])/[C:26](/[C:24]2[N:25]=[C:21]([NH:20][C:7]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[S:22][CH:23]=2)=[N:30]\[O:31][CH:32]([C:51]([O:53][CH:54]([C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)[C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)=[O:52])[C:33]2[CH:38]=[C:37]([O:39][C:40](=[O:42])[CH3:41])[C:36]([O:43][C:44](=[O:46])[CH3:45])=[C:35]([O:47][C:48](=[O:50])[CH3:49])[CH:34]=2)[C:85]3=[O:120])=[O:82])[C:74]2[CH:75]=[CH:76][CH:77]=[CH:78][CH:79]=2)[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=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 10868DicyclohexylcarbodiimideHCID 13821813HCID 13821813、化合物HCID 14479215(2Z)-2-[2-benzhydryloxy-2-oxo-1-(3,4,5-triacetyloxyphenyl)ethoxy]imino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid

生成物 1

HCID 141557382HCID 141557382、化合物

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To an ice-cooled solution containing the product obtained in Step 4 (2.2 g) and (6R,7R)-7-amino-3-[(2-diphenylmethyloxycarbonyl- 5-methyl-s-triazolo[1,5-a]- pyrimidin-7-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo [4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester (1.84 g) in dichloromethane (65 ml) was added dicyclohexylcarbodiimide (0.59 g), and the mixture was stirred overnight at room temperature. The insoluble matters were filtered off, and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and the insoluble matters were removed by filtration. The filtrate was washed with brine and dried over anhydrous sodium sulfate. The dried solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography, giving 0.86 g (less polar form) and 0.94 g (more polar form) of the objective compound.

後処理

  1. filtrationThe insoluble matters were filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. customthe insoluble matters were removed by filtration
  5. washThe filtrate was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationThe dried solution was concentrated under reduced pressure
  8. customthe residue was purified by silica gel column chromatography
  9. customgiving 0.86 g (less polar form) and 0.94 g (more polar form) of the objective compound

出典と根拠

ORDレコード
ord-0515c8ea876944318a3a776b3508d4de
出典データセット
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05001121

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート