Limits...
Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro-benzamido)-2-hy-droxy-prop-yl]deca-hydro-isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro-benzoyl)pyrrolidin-2-yl]-2-hy-droxy-eth-yl}deca-hydro-iso-quinoline-3-carboxamide.

Maxson T, Bertke JA, Gray DL, Mitchell DA - Acta Crystallogr E Crystallogr Commun (2015)

Bottom Line: The crystal structure and absolute configuration of the two new title nelfinavir analogs, C24H35ClN4O5, (I), and C27H39ClN4O5, (II), have been determined.Each of these mol-ecules exhibits a number of disordered moieties.In (I) it involves the two carboxamide groups, while in (II) it involves the N-tert-butyl carboxamide group and the 2-hydroxyl O atom.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Chemistry, University of Illinois, 345 Roger Adams Lab, 600 South Mathews Avenue, Urbana, IL 61801, USA.

ABSTRACT
The crystal structure and absolute configuration of the two new title nelfinavir analogs, C24H35ClN4O5, (I), and C27H39ClN4O5, (II), have been determined. Each of these mol-ecules exhibits a number of disordered moieties. There are intra-molecular N-H⋯O hydrogen bonds in both (I) and (II). In (I) it involves the two carboxamide groups, while in (II) it involves the N-tert-butyl carboxamide group and the 2-hydroxyl O atom. The inter-molecular hydrogen bonding in (I) (O-H⋯O and N-H⋯O) leads to two-dimensional sheets that extend parallel to the ac plane. The inter-molecular hydrogen bonding in (II) (O-H⋯O) leads to chains that extend parallel to the a axis.

No MeSH data available.


Related in: MedlinePlus

Plot showing 35% probability ellipsoids for non-H atoms and circles of arbitrary size for H atoms for (I). Only the major component of disordered sites is shown.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4645022&req=5

fig3: Plot showing 35% probability ellipsoids for non-H atoms and circles of arbitrary size for H atoms for (I). Only the major component of disordered sites is shown.

Mentions: The core mol­ecular structures of (I) and (II) are comprised of N-tert-butyl-2-(2-hy­droxy­alk­yl)deca­hydro­iso­quinoline-3-carb­ox­amide groups. The difference between the two species comes from the substitution at the N position of the deca­hydro­iso­quinoline group. Compound (I) has a (2-chloro-4-nitro­benzamido)-2-hy­droxy­propyl group at the N-atom position of the deca­hydro­iso­quinoline ring (Fig. 3 ▸). Compound (II) has a (2-chloro-4-nitro­benzo­yl)pyrrolidin-2-yl)-2-hy­droxy­ethyl group at the N-atom position (Fig. 4 ▸).


Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro-benzamido)-2-hy-droxy-prop-yl]deca-hydro-isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro-benzoyl)pyrrolidin-2-yl]-2-hy-droxy-eth-yl}deca-hydro-iso-quinoline-3-carboxamide.

Maxson T, Bertke JA, Gray DL, Mitchell DA - Acta Crystallogr E Crystallogr Commun (2015)

Plot showing 35% probability ellipsoids for non-H atoms and circles of arbitrary size for H atoms for (I). Only the major component of disordered sites is shown.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4645022&req=5

fig3: Plot showing 35% probability ellipsoids for non-H atoms and circles of arbitrary size for H atoms for (I). Only the major component of disordered sites is shown.
Mentions: The core mol­ecular structures of (I) and (II) are comprised of N-tert-butyl-2-(2-hy­droxy­alk­yl)deca­hydro­iso­quinoline-3-carb­ox­amide groups. The difference between the two species comes from the substitution at the N position of the deca­hydro­iso­quinoline group. Compound (I) has a (2-chloro-4-nitro­benzamido)-2-hy­droxy­propyl group at the N-atom position of the deca­hydro­iso­quinoline ring (Fig. 3 ▸). Compound (II) has a (2-chloro-4-nitro­benzo­yl)pyrrolidin-2-yl)-2-hy­droxy­ethyl group at the N-atom position (Fig. 4 ▸).

Bottom Line: The crystal structure and absolute configuration of the two new title nelfinavir analogs, C24H35ClN4O5, (I), and C27H39ClN4O5, (II), have been determined.Each of these mol-ecules exhibits a number of disordered moieties.In (I) it involves the two carboxamide groups, while in (II) it involves the N-tert-butyl carboxamide group and the 2-hydroxyl O atom.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Chemistry, University of Illinois, 345 Roger Adams Lab, 600 South Mathews Avenue, Urbana, IL 61801, USA.

ABSTRACT
The crystal structure and absolute configuration of the two new title nelfinavir analogs, C24H35ClN4O5, (I), and C27H39ClN4O5, (II), have been determined. Each of these mol-ecules exhibits a number of disordered moieties. There are intra-molecular N-H⋯O hydrogen bonds in both (I) and (II). In (I) it involves the two carboxamide groups, while in (II) it involves the N-tert-butyl carboxamide group and the 2-hydroxyl O atom. The inter-molecular hydrogen bonding in (I) (O-H⋯O and N-H⋯O) leads to two-dimensional sheets that extend parallel to the ac plane. The inter-molecular hydrogen bonding in (II) (O-H⋯O) leads to chains that extend parallel to the a axis.

No MeSH data available.


Related in: MedlinePlus