Hydrochloric Acid → (CH3)3Coc(O)nhch2C(O)nhch2CH3

HRID 1655363Notes

Reaction equation

HRID 1655363 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:13]([NH2:15])[CH3:14].Cl.C1CCC(N=C=NC2CCCCC2)CC1>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([NH:15][CH2:13][CH3:14])=[O:12])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6341EthylamineHCID 10868DicyclohexylcarbodiimideHCID 78288N-(tert-butoxycarbonyl)glycine

Product 1

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

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

t-butoxycarbonyl- glycine (3 g), ethylamine.HCl (1.39 g), TEA (1.72 g), Hobt (2.3 g) and dry DMF (100 ml) were combined and DCC (3.5 g) was added. The mixture was stirred for three days at room temperature under nitrogen, then filtered and evaporated to dryness. 6 g of material was recovered. This material was subjected to column chromatography eluting with a gradient of ethyl acetate to ethyl acetate/methanol (1:1) providing 4.01 g of (CH3)3COC(O)NHCH2C(O)NHCH2CH3.

Workup

  1. filtrationfiltered
  2. customevaporated to dryness
  3. custom6 g of material was recovered
  4. washeluting with a gradient of ethyl acetate to ethyl acetate/methanol (1:1)

Sources & evidence

ORD record
ord-dbacc820028841d48310f967d915b9d6
Source dataset
uspto-grants-1993_10
Patent number
US05250542

Reaction notes

Loading…