Browse Prior Art Database

CRYSTALLINE FORM OF (1AR,2S,5R,5AS,6S,8AS,9R,10AR)-5,5A,6- TRIHYDROXY-4-(HYDROXYMETHYL)-1,1,7,9-TETRAMETHYL-11-OXO- 1A,2,5,5A,6,9,10,10A-OCTAHYDRO-1H-2,8AMETHANOCYCLOPENTA[ A]CYCLPROPA[E][10]ANNULENE

IP.com Disclosure Number: IPCOM000234172D
Publication Date: 2014-Jan-16
Document File: 2 page(s) / 65K

Publishing Venue

The IP.com Prior Art Database

This text was extracted from a PDF file.
This is the abbreviated version, containing approximately 70% of the total text.

Page 01 of 2

  CRYSTALLINE FORM OF (1AR,2S,5R,5AS,6S,8AS,9R,10AR)-5,5A,6- TRIHYDROXY-4-(HYDROXYMETHYL)-1,1,7,9-TETRAMETHYL-11-OXO- 1A,2,5,5A,6,9,10,10A-OCTAHYDRO-1H-2,8A- METHANOCYCLOPENTA[A]CYCLPROPA[E][10]ANNULENE

(1aR,2S,5R,5aS,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9- tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a- methanocyclopenta[a]cyclpropa[e][10]annulene (Compound 1) having the following formula:

H

HO

HO

    H O

      H HO

HO

Compound 1

is used to prepare (1aR,2S,5R,5aS,6S,8aS,9R,10aR)-5,5a-Dihydroxy-4- (hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a- methanocyclopenta[a]cyclpropa[e][10]annulen-6-yl (2Z)-2-methylbut-2-enoate referred to as Compound 2, having the following formula:

H

O

O

HO

    H O

      H HO

HO

Compound 2

Provided is solid state form of Compound 1.

Compound 1, commercially available, may exist in a crystalline form which

can be characterized by an X-ray powder diffraction ("XRPD") pattern displayed in Figure 1.


Page 02 of 2

Figure 1:An XRPD pattern of Compound 1

    According to Figure 1, the crystalline form of Compound 1 may be characterized by XRPD peaks at 5.8, 11.7, 12.8, 13.6, 14.5, 15.5, 16.4, 17.1, 17.5,


17.7, 19.5, 20.5, 20.8, 21.3, 22.5, 23.3, 23.6, 24.2, 24.7, 25.2, 25.8, 26.5, 26.9, 27.1,


27.4, 27.8, 28.8, 29.4, 30.1, 31.0, 31.5, 32.4, 32.9, 33.2, 34.0, 34.6, 35.3, 36.0, 36.8,


37.6, 38.7 and 39.1 °2θ ± 0.2 °2θ.

XRPD method

    XRPD diffraction analysis was performed on X-Ray powder diffractometer:...