Lhrh → Lhrh peg12

HRID 2358893Notes

Reaction equation

HRID 2358893 reaction equation
[CH3:1][CH:2]([CH2:4][CH:5]([NH:31][C:32]([CH2:34][NH:35][C:36]([CH:38]([NH:47][C:48]([CH:50]([NH:53][C:54]([CH:56]([NH:67][C:68]([CH:70]([NH:77][C:78]([CH:80]1[NH:85][C:83](=[O:84])[CH2:82][CH2:81]1)=[O:79])[CH2:71][C:72]1[NH:76][CH:75]=[N:74][CH:73]=1)=[O:69])[CH2:57][C:58]1[C:66]2[C:61](=[CH:62][CH:63]=[CH:64][CH:65]=2)[NH:60][CH:59]=1)=[O:55])[CH2:51][OH:52])=[O:49])[CH2:39][C:40]1[CH:45]=[CH:44][C:43]([OH:46])=[CH:42][CH:41]=1)=[O:37])=[O:33])[C:6]([NH:8][CH:9]([C:17]([N:19]1[CH:23]([C:24]([NH:26][CH2:27][C:28]([NH2:30])=[O:29])=[O:25])[CH2:22][CH2:21][CH2:20]1)=[O:18])[CH2:10][CH2:11][CH2:12][N:13]=[C:14]([NH2:16])[NH2:15])=[O:7])[CH3:3].[CH2:86]([OH:119])[CH2:87][O:88][CH2:89][CH2:90][O:91][CH2:92][CH2:93][O:94][CH2:95][CH2:96][O:97][CH2:98][CH2:99][O:100][CH2:101][CH2:102][O:103][CH2:104][CH2:105][O:106][CH2:107][CH2:108][O:109][CH2:110][CH2:111][O:112][CH2:113][CH2:114][O:115][CH2:116][CH2:117][OH:118]>C(#N)C.O>[CH3:3][CH:2]([CH2:4][CH:5]([NH:31][C:32]([CH2:34][NH:35][C:36]([CH:38]([NH:47][C:48]([CH:50]([NH:53][C:54]([CH:56]([NH:67][C:68]([CH:70]([NH:77][C:78]([CH:80]1[NH:85][C:83](=[O:84])[CH2:82][CH2:81]1)=[O:79])[CH2:71][C:72]1[NH:76][CH:75]=[N:74][CH:73]=1)=[O:69])[CH2:57][C:58]1[C:66]2[C:61](=[CH:62][CH:63]=[CH:64][CH:65]=2)[NH:60][CH:59]=1)=[O:55])[CH2:51][OH:52])=[O:49])[CH2:39][C:40]1[CH:41]=[CH:42][C:43]([OH:46])=[CH:44][CH:45]=1)=[O:37])=[O:33])[C:6]([NH:8][CH:9]([C:17]([N:19]1[CH:23]([C:24]([NH:26][CH2:27][C:28]([NH2:30])=[O:29])=[O:25])[CH2:22][CH2:21][CH2:20]1)=[O:18])[CH2:10][CH2:11][CH2:12][N:13]=[C:14]([NH2:16])[NH2:15])=[O:7])[CH3:1].[CH2:117]([OH:118])[CH2:116][O:115][CH2:114][CH2:113][O:112][CH2:111][CH2:110][O:109][CH2:108][CH2:107][O:106][CH2:105][CH2:104][O:103][CH2:102][CH2:101][O:100][CH2:99][CH2:98][O:97][CH2:96][CH2:95][O:94][CH2:93][CH2:92][O:91][CH2:90][CH2:89][O:88][CH2:87][CH2:86][OH:119]

Participants

4

Reactant 2

HCID 36523LhrhHCID 81260Undecaethylene glycol

Product 1

HCID 131731274Lhrh peg12Yield 60%

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

LHRH (10 mg) was dissolved in a mixture of acetonitrile:water (1:1, 500 μL) and to it was added PEG12-SATA stock solution (9.2 μL, 0.0025 mmol, 1.9 mg). The resulting mixture was stirred for 3 h at ambient temperature. The product was purified by RP-HPLC followed by lyophilization (60% yield).

Workup

  1. customThe product was purified by RP-HPLC

Sources & evidence

ORD record
ord-b28c308c80034dc48eeec08c776bde19
Source dataset
uspto-grants-2014_04
Patent number
US08685383B2

Reaction notes

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