(3S,5S,6R,10R)‐6‐Hydroxy‐10‐propyl‐4,9‐dioxatricyclo[5.4.0.03,5]undec‐1(7)‐ene‐2,8‐dione → HCID 11831537, compound

HRID 2293590Notes

Reaction equation

HRID 2293590 reaction equation
[CH3:1][CH2:2][CH2:3][C@H:4]1[O:17][C:15](=[O:16])[C:7]2[C@@H:8]([OH:14])[C@@H:9]3[O:13][C@@H:10]3[C:11](=[O:12])[C:6]=2[CH2:5]1>CO>[CH3:1][CH2:2][CH2:3][CH:4]1[O:17][C:15](=[O:16])[C:7]2[CH:8]([OH:14])[CH:9]([OH:13])[CH2:10][C:11](=[O:12])[C:6]=2[CH2:5]1

Participants

3

Reactant 1

HCID 11310944(3S,5S,6R,10R)‐6‐Hydroxy‐10‐propyl‐4,9‐dioxatricyclo[5.4.0.03,5]undec‐1(7)‐ene‐2,8‐dione2×

Product 1

HCID 11831537HCID 11831537, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

EI-1941-3 is prepared from EI-1941-2 stored at room temperature in the dry state. EI-1941-2 (80 mg) which had been stored was dissolved in 4 ml of methanol. The solution was divided into two portions (2 ml each) and each portion was passed through HPLC column (D-ODS-5-B S-5 120A, YMC). Elution was carried out with 30% acetonitrile at a flow rate of 20 ml/min to separate EI-1941-2-containing fractions and EI-1941-3-containing fractions. The EI-1941-3-containing fractions were combined and concentrated to dryness under reduced pressure to give 13 mg of EI-1941-3.

Workup

  1. customstored at room temperature in the dry state
  2. washElution
  3. customto separate EI-1941-2-
  4. additioncontaining fractions and EI-1941-3-
  5. additioncontaining fractions
  6. additionThe EI-1941-3-containing fractions
  7. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-2f9b50c3a1b34053ae261936a58d8aff
Source dataset
uspto-grants-1997_11
Patent number
US05686485

Reaction notes

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