Diisopropylamine → HCID 131719307, compound

HRID 1440166Notes

Reaction equation

HRID 1440166 reaction equation
C1(O[C:8]([NH:10][C@H:11]([C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])[CH2:12][CH:13]([CH3:15])[CH3:14])=[O:9])C=CC=CC=1.[CH:26]([NH:29]C(C)C)([CH3:28])[CH3:27]>C(Cl)(Cl)Cl.C(OCC)(=O)C>[NH:29]([CH:26]([CH3:28])[CH3:27])[C@:11]([N:10]=[C:8]=[O:9])([C:16]([O:18][CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:17])[CH2:12][CH:13]([CH3:14])[CH3:15]

Participants

5

Reactant 2

HCID 7912DiisopropylamineHCID 14420147HCID 14420147, compound

Product 1

HCID 131719307HCID 131719307, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
55 °C

Procedure

To a solution of PhOCO-Leu-OBzl (70 mg, prepared in (1)) in chloroform (2 ml) were added diisopropylamine (575 μl) and TEA (286 μl) at room temperature under argon atmosphere. The mixture was stirred at 55° C. for 17 h and cooled to room temperature. The mixture was diluted with ethyl acetate, washed with N-hydrochloric acid, sat. aq. NaHCO3 and brine successively, dried over MgSO4 and evaporated in vacuo.

Workup

  1. temperaturecooled to room temperature
  2. washwashed with N-hydrochloric acid, sat. aq. NaHCO3 and brine successively
  3. dry with materialdried over MgSO4
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-e21f286cd6174cb09edcf09974f67731
Source dataset
uspto-grants-1996_03
Patent number
US05496928

Reaction notes

Loading…