Tributylstannane → HCID 12878310, compound

HRID 443945Notes

Reaction equation

HRID 443945 reaction equation
[OH:1][C:2]1([CH3:26])[CH:8](Br)[CH:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[O:6][C:4](=[O:5])[CH2:3]1.C([SnH](CCCC)CCCC)CCC>O1CCCC1>[OH:1][C:2]1([CH3:26])[CH2:8][CH:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

4

Reactant 2

HCID 5948TributylstannaneHCID 12878300HCID 12878300, compound

Product 1

HCID 12878310HCID 12878310, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product obtained by reducing 0.489 g of 3-hydroxy-3-methyl-4-bromo-7-(o-benzyloxyphenyl)-5-heptanolide with 1.34 g of the tri-n-butyltin hydride in 4 ml of anhydrous tetrahydrofuran according to the method described in Example 2 (a), was purified by a thin layer chromatography affording 0.300 g of the desired compound as an oily substance.

Workup

  1. customThe product obtained
  2. customwas purified by a thin layer chromatography

Sources & evidence

ORD record
ord-64e6336ae877473e963904b6edfeb8f7
Source dataset
uspto-grants-1981_04
Patent number
US04262013

Reaction notes

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