1,1-Dimethylethyl 3-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethoxy]propanoate → Amino-PEG1-acid

HRID 1527651Notes

Reaction equation

HRID 1527651 reaction equation
C([O:5][C:6](=[O:20])[CH2:7][CH2:8][O:9][CH2:10][CH2:11][NH:12]C(OC(C)(C)C)=O)(C)(C)C>FC(F)(F)C(O)=O>[NH2:12][CH2:11][CH2:10][O:9][CH2:8][CH2:7][C:6]([OH:20])=[O:5]

Participants

3

Reactant 1

HCID 894222391,1-Dimethylethyl 3-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethoxy]propanoate

Product 1

HCID 14462389Amino-PEG1-acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

3-(2-tert-Butoxycarbonylamino-ethoxy)-propionic acid tert-butyl ester (10 g) was dissolved in a 1:1 trifluoroacetic acid (TFA)/DCM mixture (100 mL) and stirred at room temperature for 1 h. The solvent was then removed on a rotary evaporator and the resulting oil was re-dissolved in DCM and concentrated to dryness. This process was repeated until minimal TFA scent remained before the oil was dried on high vacuum for several hours.

Workup

  1. customThe solvent was then removed on a rotary evaporator
  2. dissolutionthe resulting oil was re-dissolved in DCM
  3. concentrationconcentrated to dryness
  4. customwas dried on high vacuum for several hours

Sources & evidence

ORD record
ord-79c3a0141fc3499580561f46adf7e903
Source dataset
uspto-grants-2015_07
Patent number
US09089611B2

Reaction notes

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