Ethylamine → (CH3)3Coc(O)nhch2C(O)nhch2CH3

HRID 494121Notes

Reaction equation

HRID 494121 reaction equation
[CH2:1]([NH2:3])[CH3:2].CO[C:6](=[O:16])[CH2:7][NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]>>[C:12]([O:11][C:9]([NH:8][CH2:7][C:6]([NH:3][CH2:1][CH3:2])=[O:16])=[O:10])([CH3:13])([CH3:14])[CH3:15]

Participants

3

Reactant 2

HCID 6341EthylamineHCID 637609N-Boc-glycine methyl ester

Product 1

HCID 57248348(CH3)3Coc(O)nhch2C(O)nhch2CH3

Procedure

Ethylamine (37 g, 0.82 mol) was condensed into a pressure vessel at 0° C. N-(tert-butoxycarbonyl)glycine methyl ester (50 mL, 0.34 mol) was added. The vessel was sealed and the mixture was stirred at room temperature overnight. The product mixture was concentrated under vacuum and the residue was passed through a pad of silica gel eluting with ethyl acetate. The solution was concentrated under vacuum to provide the title compound as a clear oil.

Workup

  1. customcondensed into a pressure vessel at 0° C
  2. customThe vessel was sealed
  3. concentrationThe product mixture was concentrated under vacuum
  4. concentrationThe solution was concentrated under vacuum

Sources & evidence

ORD record
ord-b7f176b77d0a48b7bec71e30620c4bd3
Source dataset
uspto-grants-2009_05
Patent number
US07538112B2

Reaction notes

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