HCID 70085384, compound → HCID 88140449, compound

HRID 1952953Notes

Reaction equation

HRID 1952953 reaction equation
C([NH:20][C@@H:21]([CH2:25][O:26][CH2:27][CH2:28][O:29][CH2:30][CH2:31][O:32][CH3:33])[CH:22]([CH3:24])[CH3:23])(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>CCOCC>[CH3:33][O:32][CH2:31][CH2:30][O:29][CH2:28][CH2:27][O:26][CH2:25][C@@H:21]([CH:22]([CH3:24])[CH3:23])[NH2:20]

Participants

3

Reactant 1

HCID 70085384HCID 70085384, compound

Product 1

HCID 88140449HCID 88140449, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of N-Trityl-O-[2-(2-methoxyethoxy)-1-ethyl]-(D)-valinol (1.0 g, 2.28 mmol) in dry ether saturated with ECl gaz (20 ml) was kept for 2.5 hours at room temperature. After concentration in vacuo, the resulting solid (1.16 g) was purified by flash chromatography (silica gel, dichloromethane first to elute trityl alcohol and then dichloromethane/diethylamine: 95/5, Rf.: 0.20) to give the title free amine as a colorless oil (0.46 g, quantitative).

Workup

  1. concentrationAfter concentration in vacuo
  2. customthe resulting solid (1.16 g) was purified by flash chromatography (silica gel, dichloromethane first
  3. washto elute trityl alcohol

Sources & evidence

ORD record
ord-d54ad451a9be403ea8153e7973fcd31c
Source dataset
uspto-grants-2000_09
Patent number
US06114380

Reaction notes

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