HCID 11062753, compound → HCID 131727548, compound

HRID 2098989Notes

Reaction equation

HRID 2098989 reaction equation
[CH:1]1[CH:6]=[CH:5][13C:4]([CH2:7][C@H:8]([NH2:12])[C:9]([OH:11])=[O:10])=[CH:3][CH:2]=1.[CH3:13][CH:14]([OH:117])[CH2:15][O:16][CH2:17][C@H:18]1[O:23][C@@H:22]2[O:24][C@H:25]3[C@H:30]([OH:31])[C@@H:29]([OH:32])[C@@H:28]([O:33][C@H:34]4[C@H:39]([OH:40])[C@@H:38]([OH:41])[C@@H:37]([O:42][C@H:43]5[C@H:48]([OH:49])[C@@H:47]([OH:50])[C@@H:46]([O:51][C@H:52]6[C@H:57]([OH:58])[C@@H:56]([OH:59])[C@@H:55]([O:60][C@H:61]7[C@H:66]([OH:67])[C@@H:65]([OH:68])[C@@H:64]([O:69][C@H:70]8[C@H:76]([OH:77])[C@@H:75]([OH:78])[C@@H:73]([O:74][C@H:19]1[C@H:20]([OH:116])[C@H:21]2[OH:115])[O:72][C@@H:71]8[CH2:79][O:80][CH2:81][CH:82]([OH:84])[CH3:83])[O:63][C@@H:62]7[CH2:85][O:86][CH2:87][CH:88]([OH:90])[CH3:89])[O:54][C@@H:53]6[CH2:91][O:92][CH2:93][CH:94]([OH:96])[CH3:95])[O:45][C@@H:44]5[CH2:97][O:98][CH2:99][CH:100]([OH:102])[CH3:101])[O:36][C@@H:35]4[CH2:103][O:104][CH2:105][CH:106]([OH:108])[CH3:107])[O:27][C@@H:26]3[CH2:109][O:110][CH2:111][CH:112]([OH:114])[CH3:113]>O>[CH:1]1[CH:2]=[CH:3][13C:4]([CH2:7][C@H:8]([NH2:12])[C:9]([OH:11])=[O:10])=[CH:5][CH:6]=1.[CH3:83][CH:82]([OH:84])[CH2:81][O:80][CH2:79][C@H:71]1[O:72][C@@H:73]2[O:74][C@H:19]3[C@H:20]([OH:116])[C@@H:21]([OH:115])[C@@H:22]([O:24][C@H:25]4[C@H:30]([OH:31])[C@@H:29]([OH:32])[C@@H:28]([O:33][C@H:34]5[C@H:39]([OH:40])[C@@H:38]([OH:41])[C@@H:37]([O:42][C@H:43]6[C@H:48]([OH:49])[C@@H:47]([OH:50])[C@@H:46]([O:51][C@H:52]7[C@H:57]([OH:58])[C@@H:56]([OH:59])[C@@H:55]([O:60][C@H:61]8[C@H:66]([OH:67])[C@@H:65]([OH:68])[C@@H:64]([O:69][C@H:70]1[C@H:76]([OH:77])[C@H:75]2[OH:78])[O:63][C@@H:62]8[CH2:85][O:86][CH2:87][CH:88]([OH:90])[CH3:89])[O:54][C@@H:53]7[CH2:91][O:92][CH2:93][CH:94]([OH:96])[CH3:95])[O:45][C@@H:44]6[CH2:97][O:98][CH2:99][CH:100]([OH:102])[CH3:101])[O:36][C@@H:35]5[CH2:103][O:104][CH2:105][CH:106]([OH:108])[CH3:107])[O:27][C@@H:26]4[CH2:109][O:110][CH2:111][CH:112]([OH:114])[CH3:113])[O:23][C@@H:18]3[CH2:17][O:16][CH2:15][CH:14]([OH:117])[CH3:13]

Participants

4

Reactant 2

HCID 11062753HCID 11062753, compoundHCID 140496892-Hydroxypropyl-Beta-Cyclodextrin

Product 1

HCID 131727548HCID 131727548, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

To 5 ml of distilled water, 299 mg of (1-13C]-phenylalanine and 1818, mg hydroxypropyl-β-cyclodextrin (in a molar ratio of 1:1) were added and heated to 85° C. to make a solution. Thus, a solution of (1-13C] phenylalanine/hydroxypropyl-β-cyclodextrin inclusion complex was prepared wherein when this solution was allowed to cool to 25° C., no precipitation of phenylalanine was observed while the solubility of phenylalanine is 148 mg/5 ml at 25° C. On the other hand, if 299 mg of (1-13C]-phenylalanine only was added to 5 ml of distilled water and heated to 85° C. to dissolve, phenylalanine was precipitated when this solution was allowed to cool to 25° C. The increase of solubility of phenylalanine in the presence of hydroxypropyl-β-cyclodextrin confirmed the formation of (1-13C]-phenylalanine/hydroxypropyl-β-cyclodextrin inclusion complex.

Workup

  1. temperatureto cool to 25° C.
  2. customno precipitation of phenylalanine
  3. customat 25° C
  4. additionOn the other hand, if 299 mg of (1-13C]-phenylalanine only was added to 5 ml of distilled water
  5. temperatureheated to 85° C.
  6. dissolutionto dissolve
  7. customphenylalanine was precipitated when this solution
  8. temperatureto cool to 25° C
  9. temperatureThe increase of solubility of phenylalanine in the presence of hydroxypropyl-β-cyclodextrin

Sources & evidence

ORD record
ord-a8be21481f7143808e7e7e67e9b718fd
Source dataset
uspto-grants-2009_08
Patent number
US07569208B2

Reaction notes

Loading…