1,2-Bis(2-(tert-butyloxycarbonyl)aminooxyethoxy)ethane → Bis-aminooxy-PEG2

HRID 24957Notes

Reaction equation

HRID 24957 reaction equation
C(OC([NH:8][O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][NH:19]C(OC(C)(C)C)=O)=O)(C)(C)C>CCOC(C)=O.Cl>[NH2:19][O:18][CH2:17][CH2:16][O:15][CH2:14][CH2:13][O:12][CH2:11][CH2:10][O:9][NH2:8]

Participants

4

Reactant 1

HCID 110362781,2-Bis(2-(tert-butyloxycarbonyl)aminooxyethoxy)ethane

Product 1

HCID 3306142Bis-aminooxy-PEG2Yield 90%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

Compound 36 (559 mg, 1.47 mmol) was dissolved in 15 mL of of EtOAc, and HCl gas was bubbled through the solution for 30 minutes. The mixture was concentrated under vacuum to provide 72 mg (90%) of compound 37 as the HCl salt as a sticky residue: 1H NMR (D2O) δ 3.75 (s, 4H), 3.87 (m, 4H), 4.27 (m, 4H); mass spectrum (ES) m/z calculated for C6H17N2O4 (M+H): 181.1. Found: 181.1.

Workup

  1. customwas bubbled through the solution for 30 minutes
  2. concentrationThe mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-c48368b2745445a4aaf4c31711b1143d
Source dataset
uspto-grants-2005_02
Patent number
US06858210B1

Reaction notes

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