HCID 67899298, compound → HCID 67898943, compound

HRID 345231Notes

Reaction equation

HRID 345231 reaction equation
C([O:8][CH2:9][C@@H:10]([O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1)[C@@:11]([O:17][CH3:18])([CH3:16])[CH2:12][CH2:13][CH:14]=[CH2:15])C1C=CC=CC=1.[H][H]>CO.[OH-].[OH-].[Pd+2]>[O:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH:20]1[O:19][C@@H:10]([C@@:11]([O:17][CH3:18])([CH3:16])[CH2:12][CH2:13][CH2:14][CH3:15])[CH2:9][OH:8]

Participants

5

Reactant 2

HCID 67899298HCID 67899298, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67898943HCID 67898943, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2R,3R)l-benzyloxy-2-tetrahydro-pyranyloxy-3-methoxy-3-methyl-6-heptene (1.78 mmol, 620 mg) and Pd(OH)2 on carbon (60 mg) in methanol (8 ml) is stirred 3 h under an hydrogen atmosphere whereby 82 ml of hydrogen is absorbed. The catalyst is filtered, washed with methanol and the methanol is removed in vacuo. The alcohol 12b is used as such in the next reaction.

Workup

  1. customis absorbed
  2. filtrationThe catalyst is filtered
  3. washwashed with methanol
  4. customthe methanol is removed in vacuo
  5. customsuch in the next reaction

Sources & evidence

ORD record
ord-d18adbec626545aa9bd32587afe963a8
Source dataset
uspto-grants-1991_10
Patent number
US05055592

Reaction notes

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