Sodium Methoxide → HCID 53690551, compound

HRID 1583824Notes

Reaction equation

HRID 1583824 reaction equation
C([O:4][C@H:5]1[C@@H:20]([O:21]C(=O)C)[C@H:19]([O:25]C(=O)C)[C@@H:18]([CH2:29][N:30]=[N+:31]=[N-:32])[O:17][C@@H:6]1[S:7][CH2:8][CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=O)C.C[O-].[Na+]>CO>[N:30]([CH2:29][C@H:18]1[O:17][C@H:6]([S:7][CH2:8][CH:9]=[CH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C@@H:5]([OH:4])[C@@H:20]([OH:21])[C@@H:19]1[OH:25])=[N+:31]=[N-:32]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 54358027HCID 54358027, compound

Product 1

HCID 53690551HCID 53690551, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 12 (4.4 g) in dry methanol (60 ml) is deacetylated with sodium methoxide (0.5 g). The product is isolated in the normal manner and purified by column chromatography (CHCl3 --MeOH--H2O, 95:5:5, v/v) to give 13 as an oil (2.5 g, 78%): [α]D27 +220±0.9° (C 1.06 methanol).

Workup

  1. customThe product is isolated in the normal manner
  2. custompurified by column chromatography (CHCl3

Sources & evidence

ORD record
ord-74e59d71e72c48c2a10b75ee1f81c62c
Source dataset
uspto-grants-1985_11
Patent number
US04554349

Reaction notes

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