Mannitol → Epothilone D Hydroxypropyl-beta-Cyclodextrin

HRID 8569

Reaction equation

HRID 8569 reaction equation
[CH3:1][C:2]1[S:6][CH:5]=[C:4](/[CH:7]=[C:8](/[C@H:10]2[O:27][C:25](=[O:26])[CH2:24][C@H:23]([OH:28])[C:22]([CH3:30])([CH3:29])[C:20](=[O:21])[C@H:19]([CH3:31])[C@@H:18]([OH:32])[C@@H:17]([CH3:33])[CH2:16][CH2:15][CH2:14][C:13]([CH3:34])=[CH:12][CH2:11]2)\[CH3:9])[N:3]=1.[CH3:35][CH:36]([OH:139])[CH2:37][O:38][CH2:39][C@H:40]1[O:45][C@@H:44]2[O:46][C@H:47]3[C@H:52]([OH:53])[C@@H:51]([OH:54])[C@@H:50]([O:55][C@H:56]4[C@H:61]([OH:62])[C@@H:60]([OH:63])[C@@H:59]([O:64][C@H:65]5[C@H:70]([OH:71])[C@@H:69]([OH:72])[C@@H:68]([O:73][C@H:74]6[C@H:79]([OH:80])[C@@H:78]([OH:81])[C@@H:77]([O:82][C@H:83]7[C@H:88]([OH:89])[C@@H:87]([OH:90])[C@@H:86]([O:91][C@H:92]8[C@H:98]([OH:99])[C@@H:97]([OH:100])[C@@H:95]([O:96][C@H:41]1[C@H:42]([OH:138])[C@H:43]2[OH:137])[O:94][C@@H:93]8[CH2:101][O:102][CH2:103][CH:104]([OH:106])[CH3:105])[O:85][C@@H:84]7[CH2:107][O:108][CH2:109][CH:110]([OH:112])[CH3:111])[O:76][C@@H:75]6[CH2:113][O:114][CH2:115][CH:116]([OH:118])[CH3:117])[O:67][C@@H:66]5[CH2:119][O:120][CH2:121][CH:122]([OH:124])[CH3:123])[O:58][C@@H:57]4[CH2:125][O:126][CH2:127][CH:128]([OH:130])[CH3:129])[O:49][C@@H:48]3[CH2:131][O:132][CH2:133][CH:134]([OH:136])[CH3:135].C(O)[C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O>C(O)(C)(C)C.O>[CH3:1][C:2]1[S:6][CH:5]=[C:4](/[CH:7]=[C:8](/[C@H:10]2[O:27][C:25](=[O:26])[CH2:24][C@H:23]([OH:28])[C:22]([CH3:30])([CH3:29])[C:20](=[O:21])[C@H:19]([CH3:31])[C@@H:18]([OH:32])[C@@H:17]([CH3:33])[CH2:16][CH2:15][CH2:14][C:13]([CH3:34])=[CH:12][CH2:11]2)\[CH3:9])[N:3]=1.[CH3:105][CH:104]([OH:106])[CH2:103][O:102][CH2:101][C@H:93]1[O:94][C@@H:95]2[O:96][C@H:41]3[C@H:42]([OH:138])[C@@H:43]([OH:137])[C@@H:44]([O:46][C@H:47]4[C@H:52]([OH:53])[C@@H:51]([OH:54])[C@@H:50]([O:55][C@H:56]5[C@H:61]([OH:62])[C@@H:60]([OH:63])[C@@H:59]([O:64][C@H:65]6[C@H:70]([OH:71])[C@@H:69]([OH:72])[C@@H:68]([O:73][C@H:74]7[C@H:79]([OH:80])[C@@H:78]([OH:81])[C@@H:77]([O:82][C@H:83]8[C@H:88]([OH:89])[C@@H:87]([OH:90])[C@@H:86]([O:91][C@H:92]1[C@H:98]([OH:99])[C@H:97]2[OH:100])[O:85][C@@H:84]8[CH2:107][O:108][CH2:109][CH:110]([OH:112])[CH3:111])[O:76][C@@H:75]7[CH2:113][O:114][CH2:115][CH:116]([OH:118])[CH3:117])[O:67][C@@H:66]6[CH2:119][O:120][CH2:121][CH:122]([OH:124])[CH3:123])[O:58][C@@H:57]5[CH2:125][O:126][CH2:127][CH:128]([OH:130])[CH3:129])[O:49][C@@H:48]4[CH2:131][O:132][CH2:133][CH:134]([OH:136])[CH3:135])[O:45][C@@H:40]3[CH2:39][O:38][CH2:37][CH:36]([OH:139])[CH3:35]

Participants

5

Reactant 3

HCID 6251Mannitol2×HCID 447865Epothilone D4×HCID 140496892-Hydroxypropyl-Beta-Cyclodextrin

Product 1

HCID 86593342Epothilone D Hydroxypropyl-beta-Cyclodextrin

Reagents, catalysts & solvents 1

HCID 714019492-Methylpropan-2-ol--water (1/1)Solvent3×

Procedure

A combination of ten milligrams (“mg”) of epothilone D and 0.4 grams (“g”) of hydroxypropyl-β-cyclodextrin (“HPβCD”) were dissolved in 60% tert-butanol-water to make 1 milliliter (“mL”) of solution. A second solution having ten mg of epothilone D and ten mg of mannitol dissolved in 60% tert-butanol-water was prepared. A third solution of ten mg of epothilone D and ten mg of mannitol in 60% tert-butanol-water was also prepared. Formulation solutions containing ten mg/mL epothilone D were poured into 8 mL glass vials for lyophilization.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-06779464f394458c84c4a69fb56ae04b
Source dataset
uspto-grants-2006_08
Patent number
US07091193B2

Linked notes

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