HCID 20820309, compound → HCID 22344765, compound

HRID 1838759Notes

Reaction equation

HRID 1838759 reaction equation
C([O:5][C:6](=[O:26])[CH2:7][N:8]1[CH2:15][CH2:14][C:13](=[O:16])[N:12]([CH2:17][C:18]([O:20]C(C)(C)C)=[O:19])[CH2:11][CH2:10][C:9]1=[O:25])(C)(C)C>ClCCl>[C:18]([CH2:17][N:12]1[C:13](=[O:16])[CH2:14][CH2:15][N:8]([CH2:7][C:6]([OH:26])=[O:5])[C:9](=[O:25])[CH2:10][CH2:11]1)([OH:20])=[O:19]

Participants

3

Reactant 1

HCID 20820309HCID 20820309, compound2×

Product 1

HCID 22344765HCID 22344765, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.4 g of tert-butyl-(5-tert-butoxycarbonylmethyl-2,6-dioxoperhydro-1,5-diazocin-1-yl)acetate (starting material A3) are dissolved in 6 ml of dichloromethane and admixed with 6 ml of trifluoroacefic acid. The mixture is stirred overnight and then concentrated using a rotary evaporator, and the residue is triturated with ethyl acetate/petroleum ether (1:1). The residue is filtered off with suction and dried under reduced pressure. This gives 0.89 g of the title compound of m.p. from 250° C. (decomposition). The mass spectrum shows the molecular peaks MH+ and MNH4+ at 259 and 276 Da.

Workup

  1. concentrationconcentrated
  2. customa rotary evaporator
  3. customthe residue is triturated with ethyl acetate/petroleum ether (1:1)
  4. filtrationThe residue is filtered off with suction
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-a8a952eb972e4f9fa70a304dd74d09f7
Source dataset
uspto-grants-2004_01
Patent number
US06673786B1

Reaction notes

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