HCID 9833644, compound → HCID 131720957, compound

HRID 1455863Notes

Reaction equation

HRID 1455863 reaction equation
[CH2:1]1[CH2:6][CH2:5][CH:4]([N:7]([C:23]([C@@H:25]2[N:34]([C:35]([C@@H:37]([NH:40][C:41]([C@@H:43]([NH:50][C:51]([CH2:53][NH:54][C:55]([C@H:57]3[N:61]([C:62]([C@H:64]4[N:68]([C:69]([C@@H:71]([NH:79][C:80]([C@H:82]([NH2:90])[CH2:83][CH2:84][CH2:85][N:86]=[C:87]([NH2:89])[NH2:88])=[O:81])[CH2:72][CH2:73][CH2:74][N:75]=[C:76]([NH2:78])[NH2:77])=[O:70])[CH2:67][CH2:66][CH2:65]4)=[O:63])[CH2:60][C@H:59]([OH:91])[CH2:58]3)=[O:56])=[O:52])[CH2:44][C:45]3[S:49][CH:48]=[CH:47][CH:46]=3)=[O:42])[CH2:38][OH:39])=[O:36])[CH2:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH2:26]2)=[O:24])[CH2:8][C:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][CH2:14][CH2:15][N:16]=[C:17]([NH2:19])[NH2:18])=[O:10])[CH2:3][CH2:2]1>C(O)(=O)C.O>[CH3:26][CH2:25][C:23]([N:7]([CH:8]1[CH2:9][CH2:33][N:34]([CH2:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:35][CH2:37]1)[C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1)=[O:24].[CH2:1]1[CH2:6][CH2:5][CH:4]([N:7]([C:23]([C@@H:25]2[N:34]([C:35]([C@@H:37]([NH:40][C:41]([C@@H:43]([NH:50][C:51]([CH2:53][NH:54][C:55]([C@H:57]3[N:61]([C:62]([C@H:64]4[N:68]([C:69]([C@@H:71]([NH:79][C:80]([C@H:82]([NH2:90])[CH2:83][CH2:84][CH2:85][N:86]=[C:87]([NH2:89])[NH2:88])=[O:81])[CH2:72][CH2:73][CH2:74][N:75]=[C:76]([NH2:78])[NH2:77])=[O:70])[CH2:67][CH2:66][CH2:65]4)=[O:63])[CH2:60][C@H:59]([OH:91])[CH2:58]3)=[O:56])=[O:52])[CH2:44][C:45]3[S:49][CH:48]=[CH:47][CH:46]=3)=[O:42])[CH2:38][OH:39])=[O:36])[CH2:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH2:26]2)=[O:24])[CH2:8][C:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][CH2:14][CH2:15][N:16]=[C:17]([NH2:18])[NH2:19])=[O:10])[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 9833644HCID 9833644, compound

Product 1

HCID 131720957HCID 131720957, compound

Reagents, catalysts & solvents 1

HCID 21899381Acetic acid--water (1/1)Solvent

Procedure

This heterodimer of Isomer A from Example XI and CP-0597 was prepared by a similar coupling procedure as described in Example IV. The crude material was dissolved into 10% acetic acid/H2O and purified on RP-HPLC (90:10 to 35:65, H2O:CH3CN+0.1% TFA over 55 minutes) The desired fractions were combined, evaporated and lyophilized to give 18.4 mg of the fentanyl-CP-0597 heterodimer CP-0880 as a white powder.

Workup

  1. custompurified on RP-HPLC (90:10 to 35:65, H2O:CH3CN+0.1% TFA over 55 minutes) The desired fractions
  2. customevaporated

Sources & evidence

ORD record
ord-136df2ed25e84913898aa712a571fdc6
Source dataset
uspto-grants-1998_12
Patent number
US05843900

Reaction notes

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