HCID 86641295, compound → HCID 19689030, compound

HRID 1841911Notes

Reaction equation

HRID 1841911 reaction equation
[CH2:1]([O:3][P:4]([CH:9]([P:18]([O:23][CH2:24][CH3:25])([O:20][CH2:21][CH3:22])=[O:19])[CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]>C(O)(C(F)(F)F)=O>[CH2:21]([O:20][P:18]([CH:9]([P:4]([O:6][CH2:7][CH3:8])([O:3][CH2:1][CH3:2])=[O:5])[CH2:10][C:11]([OH:13])=[O:12])([O:23][CH2:24][CH3:25])=[O:19])[CH3:22]

Participants

3

Reactant 1

HCID 86641295HCID 86641295, compound

Product 1

HCID 19689030HCID 19689030, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Ester 40 (2.1 g, 5.2 mmol) was stirred in TFA (12 mL) for 2.5 min and concentrated under reduced pressure. Crude acid 41 was purified by flash chromatography (gradient elution 100% ethyl acetate-10% methanol/ethyl acetate). Acid 41 was obtained as a white solid (1.35 g, 75%). 1H NMR (400 MHz, CDCl3) δ 1.28-1.39 (m, 12H), 2.86 (dt, J=16.1, 6.3, 2H), 3.12 (tt, J=24.0, 6.3, 1H), 4.13-4.26 (m, 8H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customCrude acid 41 was purified by flash chromatography (gradient elution 100% ethyl acetate-10% methanol/ethyl acetate)

Sources & evidence

ORD record
ord-c9f8afe2c63c40e4ab28f6e1a1797cf1
Source dataset
uspto-grants-2015_02
Patent number
US08946144B2

Reaction notes

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