Dicyclohexylcarbodiimide → HCID 178513115, compound

HRID 586780

Reaction equation

HRID 586780 reaction equation
[NH:1]([CH:5]([S:11][S:12][CH2:13][C@H:14]([NH2:18])[C:15]([OH:17])=[O:16])[C@H:6]([NH2:10])[C:7]([OH:9])=[O:8])[C:2]([NH2:4])=[NH:3].C1(N=C=NC2CCCCC2)CCCCC1.ON1C(=O)CCC1=O.[NH2:42][CH2:43][CH2:44][CH2:45][N:46]1[CH2:51][CH2:50][N:49]([CH2:52][CH2:53][CH2:54][NH2:55])[CH2:48][CH2:47]1>O.O1CCOCC1>[NH2:55][CH2:54][CH2:53][CH2:52][N:49]1[CH2:48][CH2:47][N:46]([CH2:45][CH2:44][CH2:43][NH2:42])[CH2:51][CH2:50]1.[NH:1]([CH:5]([S:11][S:12][CH2:13][C@H:14]([NH2:18])[C:15]([OH:17])=[O:16])[C@H:6]([NH2:10])[C:7]([OH:9])=[O:8])[C:2]([NH2:4])=[NH:3]

Participants

7

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 816291,4-Bis(3-aminopropyl)piperazineHCID 178418808HCID 178418808, compound

Product 1

HCID 178513115HCID 178513115, compoundYield 5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of guanidino-L-cystine (64 mg, 0.2 mmol) in water (10 mL) was slowly added N,N′-dicyclohexylcarbodiimide (82 mg, 0.4 mmol) and N-hyroxysuccinimide (46 mg, 0.4 mmol) in dioxane (5 mL). After 16 hr, the solution was filtered through a cotton plug and 1,4-bis(3-aminopropyl)piperazine (40 μL, 0.2 mmol) was added. The reaction was allowed to stir at room temperature for 16 h and then the aqueous solution was dialyzed in a 15,000 MW cutoff tubing against water (2×2 l) for 24 h. The solution was then removed from dialysis tubing, filtered through 5 μM nylon syringe filter and then dried by lyophilization to yield 5 mg of polymer.

Workup

  1. additionwas added
  2. customthe aqueous solution was dialyzed in a 15,000 MW cutoff
  3. waittubing against water (2×2 l) for 24 h
  4. customThe solution was then removed from dialysis tubing
  5. filtrationfiltered through 5 μM nylon syringe
  6. filtrationfilter
  7. customdried by lyophilization

Sources & evidence

ORD record
ord-e4ca49a067704166821dd817dd6bac03
Source dataset
uspto-grants-2005_08
Patent number
US06936729B2

Linked notes

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