Ammonium fluoride → HCID 54390731, compound

HRID 375735Notes

Reaction equation

HRID 375735 reaction equation
[Si]([O:8][C:9]1[C:10]([CH2:48][CH2:49][CH3:50])=[C:11]([O:40][Si](C(C)(C)C)(C)C)[C:12]2[CH2:23][S:22][CH2:21][C@@H:20]([C:24]([O:26][CH3:27])=[O:25])[NH:19][C:18](=[O:28])[C@@H:17]([NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:16][O:15][C:14](=[O:37])[C:13]=2[C:38]=1[CH3:39])(C(C)(C)C)(C)C.[F-].[NH4+]>CO>[OH:8][C:9]1[C:10]([CH2:48][CH2:49][CH3:50])=[C:11]([OH:40])[C:12]2[CH2:23][S:22][CH2:21][C@@H:20]([C:24]([O:26][CH3:27])=[O:25])[NH:19][C:18](=[O:28])[C@@H:17]([NH:29][C:30]([O:32][C:33]([CH3:34])([CH3:35])[CH3:36])=[O:31])[CH2:16][O:15][C:14](=[O:37])[C:13]=2[C:38]=1[CH3:39]

Participants

4

Reactant 2

HCID 25516Ammonium fluorideHCID 56621003HCID 56621003, compound

Product 1

HCID 54390731HCID 54390731, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl (4R,7S)-12,14-bis(tert-butyldimethylsilyloxy)-1,3,4,5,6,7,8,10-octahydro-4-methoxycarbonyl-11-methyl-6,10-dioxo-13-propyl-9,2,5-benzoxathiaazacyclododecine-7-carbamate was treated with ammonium fluoride in methanol in an analogous manner to the procedure described in Example 13 to yield tert-butyl (4R,7S)-1,3,4,5,6,7,8,10-octahydro-12,14-dihydroxy-4-methoxycarbonyl-11-methyl-6,10-dioxo-13-propyl-9,2,5-benzoxathiaazacyclododecine-7-carbamate as a white solid.

Sources & evidence

ORD record
ord-dadf46fd21b9474c80a476a8c812d49f
Source dataset
uspto-grants-1996_01
Patent number
US05486466

Reaction notes

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