Ammonium fluoride → HCID 44284638, compound

HRID 234212Notes

Reaction equation

HRID 234212 reaction equation
[CH3:1][O:2][C:3]([C@H:5]1[NH:17][C:16](=[O:18])[CH2:15][CH2:14][CH2:13][O:12][C:11](=[O:19])[C:10]2[C:20]([CH3:34])=[C:21]([O:32][CH3:33])[CH:22]=[C:23]([O:24][Si](C(C)(C)C)(C)C)[C:9]=2[CH2:8][S:7][CH2:6]1)=[O:4].[F-].[NH4+]>CO>[CH3:1][O:2][C:3]([C@H:5]1[NH:17][C:16](=[O:18])[CH2:15][CH2:14][CH2:13][O:12][C:11](=[O:19])[C:10]2[C:20]([CH3:34])=[C:21]([O:32][CH3:33])[CH:22]=[C:23]([OH:24])[C:9]=2[CH2:8][S:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 25516Ammonium fluorideHCID 67712795HCID 67712795, compound

Product 1

HCID 44284638HCID 44284638, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(R)-15-(tert-Butyl-dimethylsilanyloxy)-13-methoxy-12-methyl-6,11-dioxo-3,4,5,6,7,8,9,11-octahydro-1H-10,2,5-benzoxathiaazacyclotridecine-4-carboxylic acid methyl ester was treated with ammonium fluoride in methanol in an analogous manner to the procedure described in Example 1 to yield (R)-15-hydroxy-13-methoxy-12-methyl-6,11-dioxo-3,4,5,6,7,8,9,11-octahydro-1H-10,2,5-benzoxathiaazacyclotridecine-4-carboxylic acid methyl ester as a white solid.

Sources & evidence

ORD record
ord-2676c390b52745288953d33770cf4301
Source dataset
uspto-grants-1997_01
Patent number
US05594135

Reaction notes

Loading…