Sodium Methoxide → HCID 54566435, compound

HRID 1583827Notes

Reaction equation

HRID 1583827 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]([CH3:29])[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]([CH3:29])[C@@H:19]([OH:25])[C@H:20]([OH:21])[C@@H:5]1[OH:4]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 54329042HCID 54329042, compound

Product 1

HCID 54566435HCID 54566435, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound 21 is deacetylated with sodium methoxide in methanol to give 22 in near quantitative yield: [α]D27 +354° (C 1.0, chloroform); MS:m/e 296 (M.+), 278 (M.+ --H2O), 147 (M.+ --SCH2CH=CHC6H5).

Sources & evidence

ORD record
ord-07745daad9b9412a8c6e3aa695dcbb4b
Source dataset
uspto-grants-1985_11
Patent number
US04554349

Reaction notes

Loading…