HCID 18789495, compound → HCID 15392093, compound

HRID 1106634Notes

Reaction equation

HRID 1106634 reaction equation
[CH3:1][C:2]12[CH2:20][CH:5]([C:6]3([CH3:19])[C:10]1([CH3:11])[C:9]1[CH:12]=[C:13]([C:16]([OH:18])=[O:17])[CH:14]=[CH:15][C:8]=1[O:7]3)[CH2:4][CH2:3]2>C(Cl)(Cl)Cl>[CH3:1][C:2]12[CH2:20][CH:5]([C:6]3([CH3:19])[C:10]1([CH3:11])[C:9]1[CH:12]=[C:13]([C:16]([O:18][C:8]4[CH:15]=[CH:14][C:13]([C:16]([OH:18])=[O:17])=[CH:12][CH:9]=4)=[O:17])[CH:14]=[CH:15][C:8]=1[O:7]3)[CH2:4][CH2:3]2

Participants

3

Reactant 1

HCID 18789495HCID 18789495, compound

Product 1

HCID 15392093HCID 15392093, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The same synthesis as that carried out in the case of Example 11, from (+)-(1,2,3,4,4a,9b-hexahydro-1,4a,9b-trimethyl-1,4-methanodibenzofuran-8-yl)carboxylic acid, followed by hydrogenation under the same conditions as in Example 21, results in the laevorotatory enantiomer 13 exhibiting the same physicochemical characteristics as those of the enantiomer 12; αD =-3.2° (c=1, CHCl3).

Workup

  1. customThe same synthesis as
  2. customresults in the laevorotatory enantiomer 13 exhibiting the same physicochemical characteristics as those of the enantiomer 12

Sources & evidence

ORD record
ord-397686ff650a430c8987a04f6717c196
Source dataset
uspto-grants-2000_05
Patent number
US06057341

Reaction notes

Loading…