Methyl iodide → HCID 57075633, compound

HRID 2082625Notes

Reaction equation

HRID 2082625 reaction equation
[CH2:1]([CH:3]1[CH:29]=[C:28]([CH3:30])[CH:27]([F:31])[CH:26]([CH3:32])[CH2:25][CH:24]([O:33][CH3:34])[CH:23]2[O:35][C:19]([OH:39])([CH:20]([CH3:38])[CH2:21][CH:22]2[O:36][CH3:37])[C:18](=[O:40])[C:17](=[O:41])[N:16]2[CH:11]([CH2:12][CH2:13][CH2:14][CH2:15]2)[C:10](=[O:42])[O:9][CH:8]([C:43]([CH3:55])=[CH:44][CH:45]2[CH2:50][CH2:49][CH:48]([N:51]=[N+:52]=[N-:53])[CH:47]([OH:54])[CH2:46]2)[CH:7]([CH3:56])[CH2:6][CH2:5][C:4]1=[O:57])[CH3:2].[CH3:58]I>[Ag]=O>[CH2:1]([CH:3]1[CH:29]=[C:28]([CH3:30])[CH:27]([F:31])[CH:26]([CH3:32])[CH2:25][CH:24]([O:33][CH3:34])[CH:23]2[O:35][C:19]([OH:39])([CH:20]([CH3:38])[CH2:21][CH:22]2[O:36][CH3:37])[C:18](=[O:40])[C:17](=[O:41])[N:16]2[CH:11]([CH2:12][CH2:13][CH2:14][CH2:15]2)[C:10](=[O:42])[O:9][CH:8]([C:43]([CH3:55])=[CH:44][CH:45]2[CH2:50][CH2:49][CH:48]([N:51]=[N+:52]=[N-:53])[CH:47]([O:54][CH3:58])[CH2:46]2)[CH:7]([CH3:56])[CH2:6][CH2:5][C:4]1=[O:57])[CH3:2]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 57037540HCID 57037540, compound

Product 1

HCID 57075633HCID 57075633, compound

Reagents, catalysts & solvents 1

HCID 92152Silver(II) oxideCatalyst

Procedure

A suspension of 17-ethyl-20-fluoro-1-hydroxy-12-[2'-(4"-azido-3"-hydroxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone (20 mg) and silver oxide (20 mg) in 1.5 ml of methyl iodide is refluxed in a gas-tight bottle for 4 days. The yellow solid is filtered off and the excess methyl iodide is removed. Purification of crude material by preparative tlc on silica gel gives the title compound.

Workup

  1. temperatureis refluxed in a gas-tight bottle for 4 days
  2. filtrationThe yellow solid is filtered off
  3. customthe excess methyl iodide is removed
  4. customPurification of crude material by preparative tlc on silica gel

Sources & evidence

ORD record
ord-8f59349fa78347578b4673b62c69cf5f
Source dataset
uspto-grants-1993_02
Patent number
US05189042

Reaction notes

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