Triethylamine → HCID 70360497, compound

HRID 1165745Notes

Reaction equation

HRID 1165745 reaction equation
[C:1]([O:4][CH2:5][C:6](=[O:40])[C@:7]1([O:35][C:36](=[O:39])[CH2:37][CH3:38])[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([C@@H:22]([O:26]C(=O)C(F)(F)F)[CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:33])[CH2:17][CH2:18]2)[C@@H:13]([CH3:34])[CH2:12]3)[CH2:9][CH2:8]1)(=[O:3])[CH3:2].C(N(CC)CC)C>CO>[C:1]([O:4][CH2:5][C:6](=[O:40])[C@:7]1([O:35][C:36](=[O:39])[CH2:37][CH3:38])[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([C@@H:22]([OH:26])[CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:33])[CH2:17][CH2:18]2)[C@@H:13]([CH3:34])[CH2:12]3)[CH2:9][CH2:8]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 7036039321-Acetoxy-6alpha-methyl-17-propionyloxy-11beta-trifluoroacetoxy-4-pregnene-3,20-dione

Product 1

HCID 70360497HCID 70360497, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.0 g of 21-acetoxy-6α-methyl-17-propionyloxy-11β-trifluoroacetoxy-4-pregnene-3,20-dione is agitated in 50 ml of methanol and 2.5 ml of triethylamine for 4 hours at room temperature. The crude product is purified on 300 g of silica gel with a methylene chloride-acetone gradient (0-15% acetone), thus isolating 1.2 g of 21-acetoxy-11β-hydroxy-6α-methyl-17-propionyloxy-4-pregnene-3,20-dione.

Workup

  1. customThe crude product is purified on 300 g of silica gel with a methylene chloride-acetone gradient (0-15% acetone)

Sources & evidence

ORD record
ord-496d16b195c04c45ba10262b4aea2399
Source dataset
uspto-grants-1990_03
Patent number
US04912098

Reaction notes

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