Diazomethane → HCID 67859626, compound

HRID 326185Notes

Reaction equation

HRID 326185 reaction equation
[OH:1][C@H:2]1[CH2:15][C@@H:14]([O:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[C@H:13](/[CH:23]=[CH:24]/[C@@H:25]([O:33][CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][O:35]2)[CH:26]([CH3:32])[CH2:27][CH:28]=[C:29]([CH3:31])[CH3:30])[C@H:3]1[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11].[N+](=[CH2:42])=[N-]>C(Cl)Cl>[CH3:42][O:11][C:10](=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C@@H:3]1[C@@H:13](/[CH:23]=[CH:24]/[C@@H:25]([O:33][CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][O:35]2)[CH:26]([CH3:32])[CH2:27][CH:28]=[C:29]([CH3:31])[CH3:30])[C@H:14]([O:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[CH2:15][C@@H:2]1[OH:1]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 13080759HCID 13080759, compound

Product 1

HCID 67859626HCID 67859626, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.55 g of (13E)-(8R,9S,11R,12R,15S,16RS)-9-hydroxy-16,19-dimethyl-11,15-bis(tetrahydropyran-2-yloxy)-13,18-prostadienoic acid in methylene chloride was treated with ethereal diazomethane solution until the evolution of nitrogen ceased and the solution assumed a permanent yellow color. After removal of excess diazomethane as well as the solvent, the residue (1.58 g) was used without further purification in the subsequent reaction stage.

Workup

  1. customAfter removal of excess diazomethane as well as the solvent
  2. customthe residue (1.58 g) was used without further purification in the subsequent reaction stage

Sources & evidence

ORD record
ord-01ef843996f14ff3836caea821b7d748
Source dataset
uspto-grants-1984_04
Patent number
US04444788

Reaction notes

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