Diisopropylethylamine → HCID 86678414, compound

HRID 882649Notes

Reaction equation

HRID 882649 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:67])[C@H:9]([C:13]([NH:15][C@H:16]([C:20]([N:22]([C@@H:24]([C@@H:63]([CH3:66])[CH2:64][CH3:65])[C@H:25]([O:61][CH3:62])[CH2:26][C:27]([N:29]1[CH2:33][CH2:32][CH2:31][C@H:30]1[C@H:34]([O:59][CH3:60])[C@@H:35]([CH3:58])[C:36]([NH:38][C@@H:39]([CH2:48][C:49]1[C:57]2[C:52](=[CH:53][CH:54]=[CH:55][CH:56]=2)[NH:51][CH:50]=1)[C:40]([N:42]1[CH2:47][CH2:46][CH2:45][CH2:44][O:43]1)=[O:41])=[O:37])=[O:28])[CH3:23])=[O:21])[CH:17]([CH3:19])[CH3:18])=[O:14])[CH:10]([CH3:12])[CH3:11].[S:68]([CH2:82][CH2:83][C:84](ON1C(=O)CCC1=O)=[O:85])[S:69][CH2:70][CH2:71][C:72]([O:74][N:75]1[C:79](=[O:80])[CH2:78][CH2:77][C:76]1=[O:81])=[O:73].C(N(CC)C(C)C)(C)C>CN(C=O)C>[O:80]=[C:79]1[CH2:78][CH2:77][C:76](=[O:81])[N:75]1[O:74][C:72](=[O:73])[CH2:71][CH2:70][S:69][S:68][CH2:82][CH2:83][C:84]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:67])[C@H:9]([C:13]([NH:15][C@H:16]([C:20]([N:22]([C@@H:24]([C@@H:63]([CH3:66])[CH2:64][CH3:65])[C@H:25]([O:61][CH3:62])[CH2:26][C:27]([N:29]1[CH2:33][CH2:32][CH2:31][C@H:30]1[C@H:34]([O:59][CH3:60])[C@@H:35]([CH3:58])[C:36]([NH:38][C@@H:39]([CH2:48][C:49]1[C:57]2[C:52](=[CH:53][CH:54]=[CH:55][CH:56]=2)[NH:51][CH:50]=1)[C:40]([N:42]1[CH2:47][CH2:46][CH2:45][CH2:44][O:43]1)=[O:41])=[O:37])=[O:28])[CH3:23])=[O:21])[CH:17]([CH3:18])[CH3:19])=[O:14])[CH:10]([CH3:12])[CH3:11])=[O:85]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 93313Dithiobis(succinimidylpropionate)HCID 86678411HCID 86678411, compound

Product 1

HCID 86678414HCID 86678414, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

8 mg (10 μmol) of Intermediate 101 were dissolved in 2 ml of DMF and admixed with 8.6 mg (20 μmol) of 1,1′-{disulphanediylbis[(1-oxopropane-3,1-diyl)oxy]}dipyrrolidine-2,5-dione and 3.7 μl of N,N-diisopropylethylamine. The reaction mixture was stirred at RT for 2 h and then the solvent was evaporated off under reduced pressure and the residue was purified by preparative HPLC. 7.2 mg (68% of theory) of the title compound were obtained.

Workup

  1. customthe solvent was evaporated off under reduced pressure
  2. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-24709139079246dd99fbd45b1ed054e8
Source dataset
uspto-grants-2015_03
Patent number
US08992932B2

Reaction notes

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