L-Ascorbic Acid → 2-Hydroxypropyl methacrylate

HRID 926815Notes

Reaction equation

HRID 926815 reaction equation
N(N=[N+]=[N-])[C@H:2](C(N[C@H](C(N=[N+]=[N-])=O)CCCNC(N)=O)=O)C(C)C.N(N=[N+]=[N-])[C@H](C(N[C@H](C(N=[N+]=[N-])=O)CCCCN)=O)CC1C=CC=CC=1.[O:51]=[C:52]1[O:58][C@H:57]([C@H:59]([CH2:61]O)[OH:60])[C:55](O)=[C:53]1O>CN(C=O)C>[CH3:61][CH:59]([OH:60])[CH2:57][O:58][C:52]([C:53]([CH3:55])=[CH2:2])=[O:51]

Participants

5

Reactant 3

HCID 54670067L-Ascorbic AcidHCID 131735031HCID 131735031, compoundHCID 131735032HCID 131735032, compound

Product 1

HCID 135392-Hydroxypropyl methacrylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

The copolymer alkyne-P(HPMA-DTX-Gem)-alkyne and N3-Val-Cit-N3 or N3-Phe-Lys-N3 will be dissolved in degassed solution of L-ascorbic acid (0.5×) in DMF. Under nitrogen atmosphere, CuBr (0.5×) solution in DMF will be added. The reaction mixture will be kept stirring for 48 h at room temperature. The polymer will be precipitated into acetone and purified by dialysis against 10 mM EDTA solution, then in water to remove copper salts, and then freeze-dried.

Workup

  1. customThe polymer will be precipitated into acetone
  2. custompurified by dialysis against 10 mM EDTA solution
  3. customin water to remove copper salts
  4. customfreeze-dried

Sources & evidence

ORD record
ord-fc8c6cb40dc44cdb9432fe56e3708b82
Source dataset
uspto-grants-2016_03
Patent number
US09289510B2

Reaction notes

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