Sodium Methoxide → HCID 53906052, compound

HRID 1583816Notes

Reaction equation

HRID 1583816 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][O:30]C(=O)C)[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>[S:7]([CH2:8][CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C@@H:6]1[O:17][C@H:18]([CH2:29][OH:30])[C@@H:19]([OH:25])[C@H:20]([OH:21])[C@@H:5]1[OH:4]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 53825677HCID 53825677, compound

Product 1

HCID 53906052HCID 53906052, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 4 (500 mg) in dry methanol (10 ml) is deacetylated with sodium methoxide (25 mg), and worked up in the normal manner to give a crystalline mass. Recrystallization from isopropanol affords 5 in near quantitative yield (323 mg); m.p. 145°-146° C.; [α]D27 -215±1.0° (C 0.97, methanol).

Workup

  1. customto give a crystalline mass
  2. customRecrystallization from isopropanol
  3. customaffords 5 in near quantitative yield (323 mg)

Sources & evidence

ORD record
ord-a4b5191c0aeb43878e0a488bc0ad4bd1
Source dataset
uspto-grants-1985_11
Patent number
US04554349

Reaction notes

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