Triphenylphosphine → HCID 57322588, compound

HRID 248233Notes

Reaction equation

HRID 248233 reaction equation
[CH2:1]([CH:3]1[CH:29]=[C:28]([CH3:30])[CH2:27][CH:26]([CH3:31])[CH2:25][CH:24]([O:32][CH3:33])[CH:23]2[O:34][C:19]([OH:38])([CH:20]([CH3:37])[CH2:21][CH:22]2[O:35][CH3:36])[C:18](=[O:39])[C:17](=[O:40])[N:16]2[CH:11]([CH2:12][CH2:13][CH2:14][CH2:15]2)[C:10](=[O:41])[O:9][CH:8]([C:42]([CH3:55])=[CH:43][CH:44]2[CH2:49][CH2:48][CH:47]([N:50]=[N+]=[N-])[CH:46]([O:53][CH3:54])[CH2:45]2)[CH:7]([CH3:56])[CH:6]([OH:57])[CH2:5][C:4]1=[O:58])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([CH:3]1[CH:29]=[C:28]([CH3:30])[CH2:27][CH:26]([CH3:31])[CH2:25][CH:24]([O:32][CH3:33])[CH:23]2[O:34][C:19]([OH:38])([CH:20]([CH3:37])[CH2:21][CH:22]2[O:35][CH3:36])[C:18](=[O:39])[C:17](=[O:40])[N:16]2[CH:11]([CH2:12][CH2:13][CH2:14][CH2:15]2)[C:10](=[O:41])[O:9][CH:8]([C:42]([CH3:55])=[CH:43][CH:44]2[CH2:49][CH2:48][CH:47]([NH2:50])[CH:46]([O:53][CH3:54])[CH2:45]2)[CH:7]([CH3:56])[CH:6]([OH:57])[CH2:5][C:4]1=[O:58])[CH3:2]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 57112765HCID 57112765, compound

Product 1

HCID 57322588HCID 57322588, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 17-ethyl-1,14-dihydroxy-12-[2'-(4"-azido-3"-methoxycyclohexyl)-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 (28 mg) and triphenylphosphine (9 mg) in 1 ml of wet toluene was stirred at 70° C. overnight. The solvent was removed under reduced pressure, and the residue was purified by preparative tlc on silica gel (1000 microns, 1% NH4OH in 5% i-PrOH/CH2Cl2) to give 19 mg of the title compound.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by preparative tlc on silica gel (1000 microns, 1% NH4OH in 5% i-PrOH/CH2Cl2)

Sources & evidence

ORD record
ord-f753bc5153f34d1796581ce10b0f2e9b
Source dataset
uspto-grants-1993_05
Patent number
US05208228

Reaction notes

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