Methanol → HCID 54349285, compound

HRID 615848Notes

Reaction equation

HRID 615848 reaction equation
C([C@@:4]1([OH:37])[C@@:9](C(=O)C)([OH:10])[C@@:8](C(=O)C)([OH:14])[C@@H:7]([CH:18](C(=O)C)[OH:19])[O:6][C@H:5]1[O:23][C:24]1[CH:25]=[C:26]([CH:31]=[CH:32][C:33]=1[N+:34]([O-:36])=[O:35])[C:27]([O:29][CH3:30])=[O:28])(=O)C.CO>C(N(CC)CC)C>[C@@H:5]1([O:23][C:24]2[CH:25]=[C:26]([CH:31]=[CH:32][C:33]=2[N+:34]([O-:36])=[O:35])[C:27]([O:29][CH3:30])=[O:28])[O:6][C@H:7]([CH2:18][OH:19])[C@H:8]([OH:14])[C@H:9]([OH:10])[C@H:4]1[OH:37]

Participants

4

Reactant 2

HCID 887MethanolHCID 86737984HCID 86737984, compound

Product 1

HCID 54349285HCID 54349285, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The tetracetate IV (119 g, 0.226 mole) was added to methanol (1000 ml). The mixture was heated at 60° until the solid dissolved. Triethylamine (25 ml) was then added, and the solution was heated at 60° for an additional two hours. The crude solid product was obtained in several crops by evaporation of the solution, the final crop being taken from a 20 ml volume. The crude material was used in the next reaction without further purification.

Workup

  1. temperatureThe mixture was heated at 60° until the solid
  2. dissolutiondissolved
  3. temperaturethe solution was heated at 60° for an additional two hours
  4. customThe crude solid product was obtained in several crops by evaporation of the solution

Sources & evidence

ORD record
ord-3a25d0b892b84182826c458767e851a0
Source dataset
uspto-grants-1985_02
Patent number
US04501692

Reaction notes

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