Morpholine → HCID 10989798, compound

HRID 1197649Notes

Reaction equation

HRID 1197649 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:10]Br)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[NH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>C1COCC1>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:10][N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 18649580HCID 18649580, compound

Product 1

HCID 10989798HCID 10989798, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred mixture of N-tert-butoxycarbonyl-1-bromo-2-(S)-amino-4-methylpentane 1.76 g, 6.3 mmol) and triethylamine (0.96 ml, 6.9 mmol) in THF (50 ml) at room temperature was added morpholine (0. 60 ml, 6. 9 mmol) .The mixture was stirred overnight and the solvent removed under reduced pressure. The residue was partitioned between saturated aqueous ammonium chloride (50 ml) and ethyl acetate (2×100 ml). The crude N-tert-butoxycarbonyl-1-morpholino -2-(S)-amino-4-methylpentane was then used directly in the next step.

Workup

  1. customthe solvent removed under reduced pressure
  2. customThe residue was partitioned between saturated aqueous ammonium chloride (50 ml) and ethyl acetate (2×100 ml)

Sources & evidence

ORD record
ord-184902cd64774054abc9c4f2f6a2538e
Source dataset
uspto-grants-1994_01
Patent number
US05276153

Reaction notes

Loading…