Paclitaxel → 7-Xylosyl-10-deacetyltaxol B

HRID 342163

反応式

HRID 342163 の反応式
CC1[C@@H](OC([C@H](O)[C@@H](NC(C2C=CC=CC=2)=O)C2C=CC=CC=2)=O)C[C@]2(O)C(C)(C)C=1[C@@H](OC(C)=O)C([C@@]1(C)[C@H]([C@@H]2OC(C2C=CC=CC=2)=O)[C@]2(OC(C)=O)CO[C@@H]2C[C@@H]1O)=O.[CH3:63][C:64]1[C@@H:81]([O:82][C:83]([C@H:85]([OH:102])[C@@H:86]([NH:93][C:94]([C:96]2[CH:101]=[CH:100][CH:99]=[CH:98][CH:97]=2)=[O:95])[C:87]2[CH:92]=[CH:91][CH:90]=[CH:89][CH:88]=2)=[O:84])[CH2:80][C@:76]2([OH:103])[C:77]([CH3:79])([CH3:78])[C:65]=1[C@@H:66]([OH:130])[C:67]([C@@:69]1([CH3:129])[C@@H:74]([C@@H:75]2[O:104][C:105]([C:107]2[CH:112]=[CH:111][CH:110]=[CH:109][CH:108]=2)=[O:106])[C@:73]2([O:115][C:116]([CH3:118])=[O:117])[CH2:113][O:114][C@@H:72]2[CH2:71][C@@H:70]1[O:119][C@@H:120]1[O:125][CH2:124][C@@H:123]([OH:126])[C@H:122]([OH:127])[C@H:121]1[OH:128])=[O:68]>O>[CH3:63][C:64]1[C@@H:81]([O:82][C:83]([C@H:85]([OH:102])[C@@H:86]([NH:93][C:94]([C:96]2[CH:97]=[CH:98][CH:99]=[CH:100][CH:101]=2)=[O:95])[C:87]2[CH:88]=[CH:89][CH:90]=[CH:91][CH:92]=2)=[O:84])[CH2:80][C@:76]2([OH:103])[C:77]([CH3:78])([CH3:79])[C:65]=1[C@@H:66]([OH:130])[C:67]([C@@:69]1([CH3:129])[C@@H:74]([C@@H:75]2[O:104][C:105]([C:107]2[CH:108]=[CH:109][CH:110]=[CH:111][CH:112]=2)=[O:106])[C@:73]2([O:115][C:116]([CH3:118])=[O:117])[CH2:113][O:114][C@@H:72]2[CH2:71][C@@H:70]1[O:119][C@@H:120]1[O:125][CH2:124][C@@H:123]([OH:126])[C@H:122]([OH:127])[C@H:121]1[OH:128])=[O:68].[CH3:98]/[CH:97]=[C:96](/[C:94]([NH:93][C@H:86]([C@@H:85]([OH:102])[C:83]([O:82][C@@H:81]1[C:64]([CH3:63])=[C:65]2[C:77]([CH3:78])([CH3:79])[C@:76]([OH:103])([C@@H:75]([O:104][C:105]([C:107]3[CH:108]=[CH:109][CH:110]=[CH:111][CH:112]=3)=[O:106])[C@@H:74]3[C@:73]4([O:115][C:116]([CH3:118])=[O:117])[CH2:113][O:114][C@@H:72]4[CH2:71][C@H:70]([O:119][C@@H:120]4[O:125][CH2:124][C@@H:123]([OH:126])[C@H:122]([OH:127])[C@H:121]4[OH:128])[C@@:69]3([CH3:129])[C:67]([C@@H:66]2[OH:130])=[O:68])[CH2:80]1)=[O:84])[C:87]1[CH:88]=[CH:89][CH:90]=[CH:91][CH:92]=1)=[O:95])\[CH3:101].[CH3:100][CH2:99][CH2:98][CH2:97][CH2:96][C:94]([NH:93][C@H:86]([C@@H:85]([OH:102])[C:83]([O:82][C@@H:81]1[C:64]([CH3:63])=[C:65]2[C:77]([CH3:78])([CH3:79])[C@:76]([OH:103])([C@@H:75]([O:104][C:105]([C:107]3[CH:112]=[CH:111][CH:110]=[CH:109][CH:108]=3)=[O:106])[C@@H:74]3[C@:73]4([O:115][C:116]([CH3:118])=[O:117])[CH2:113][O:114][C@@H:72]4[CH2:71][C@H:70]([O:119][C@@H:120]4[O:125][CH2:124][C@@H:123]([OH:126])[C@H:122]([OH:127])[C@H:121]4[OH:128])[C@@:69]3([CH3:129])[C:67]([C@@H:66]2[OH:130])=[O:68])[CH2:80]1)=[O:84])[C:87]1[CH:92]=[CH:91][CH:90]=[CH:89][CH:88]=1)=[O:95]

参加物

6

反応物 2

HCID 36314PaclitaxelHCID 4678379610-Deacetyltaxol 7-Xyloside

生成物 3

HCID 152223117-Xylosyl-10-deacetyltaxol BHCID 152223147-Xylosyl-10-deacetyltaxol CHCID 4678379610-Deacetyltaxol 7-Xyloside

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

According to the first objective of the present invention, an improved process has been developed for isolation of the taxol analogues 7-xylosyl-10-deacetyl taxol A, B, C from the stem bark of Taxus wallichiana in which no solvent partitioning has been used to isolate the analogues. The improved isolation process comprises extracting air dried, pulverized plant materials with alcohols at room temperature, evaporating the solvent to obtain a residue, stirring the resultant residue with water to obtain a thick precipitate, isolating the analogues 7-xylosyl-10-deacetyl-taxol A, 7-xylosyl-10-deacetyl-taxol B and 7-xylosyl-10-deacetyl taxol C from the precipitate by flash chromatography over a bed of silica gel.

後処理

  1. custompartitioning
  2. customto isolate the analogues
  3. extractionThe improved isolation process comprises extracting air
  4. customdried
  5. customat room temperature
  6. customevaporating the solvent
  7. customto obtain a residue
  8. customto obtain a thick precipitate

出典と根拠

ORDレコード
ord-c86bfde6c35f4c8597aee6736bb0faba
出典データセット
uspto-grants-1999_01
特許番号
US05856532

関連ノート

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