3,3'-[7,12-Bis(1-hydroxyethyl)-3,8,13,17-tetramethylporphyrin-2,18-diyl]dipropanoic acid → HCID 131715999, compound

HRID 982504Notes

Reaction equation

HRID 982504 reaction equation
[CH3:1][C:2]1[C:20]([CH:21]([OH:23])[CH3:22])=[C:19]2[NH:24][C:3]=1[CH:4]=[C:5]1[C:38]([CH3:39])=[C:37]([CH2:40][CH2:41][C:42]([OH:44])=[O:43])[C:7]([CH:8]=[C:9]3[N:13]=[C:12]([CH:14]=[C:15]4[C:26]([CH:27]([OH:29])[CH3:28])=[C:25]([CH3:30])[C:17](=[CH:18]2)[NH:16]4)[C:11]([CH3:31])=[C:10]3[CH2:32][CH2:33][C:34]([OH:36])=[O:35])=[N:6]1>C1COCC1.C1CCC(NC2CCCCC2)CC1.CCOCC>[CH3:1][C:2]1[C:20]([CH:21]([OH:23])[CH3:22])=[C:19]2[NH:24][C:3]=1[CH:4]=[C:5]1[C:38]([CH3:39])=[C:37]([CH2:40][CH2:41][C:42]([OH:44])=[O:43])[C:7]([CH:8]=[C:9]3[N:13]=[C:12]([CH:14]=[C:15]4[C:26]([CH:27]([OH:29])[CH3:28])=[C:25]([CH3:30])[C:17](=[CH:18]2)[NH:16]4)[C:11]([CH3:31])=[C:10]3[CH2:32][CH2:33][C:34]([OH:36])=[O:35])=[N:6]1.[CH2:20]1[CH2:19][CH2:18][CH:17]([NH:16][CH:15]2[CH2:14][CH2:12][CH2:28][CH2:27][CH2:26]2)[CH2:25][CH2:30]1

Participants

5

Reactant 1

HCID 111033,3'-[7,12-Bis(1-hydroxyethyl)-3,8,13,17-tetramethylporphyrin-2,18-diyl]dipropanoic acid

Product 1

HCID 131715999HCID 131715999, compoundYield 214.9%

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolvent2×HCID 7582DicyclohexylamineSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of hematoporphyrin (1 g) in THF (30 ml), DCHA (2 ml) dissolved in ether (10 ml) was added, whereby the reaction proceeded. Ether was added to the reaction mixture. The precipitated crystals were collected by filtration and washed with ether to give hematoporphyrin DCHA salt (1.4 g). Yield, 90.0%.

Workup

  1. additionwas added
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-425dd3528e3d433fafc1619833003d8a
Source dataset
uspto-grants-1991_02
Patent number
US04996312

Reaction notes

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