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(RSS)-[N-Hydroxyethyloxy]-hexafluoroVal-MeLeu-Ala tert-butyl ester.

ABSTRACT: THE TITLE COMPOUND [SYSTEMATIC NAME: (2S,5S,8R)-tert-butyl 8-(1,1,1,3,3,3-hexafluoropropan-2-yl)-12-hydroxy-5-isobutyl-2,6-dimethyl-4,7-dioxo-10-oxa-3,6,9-triazadodecanoate], C(21)H(36)F(6)N(3)O(6), is a tripeptide crystallizing in the chiral ortho-rhom-bic spacegroup P2(1)2(1)2(1). The absolute configuration (R) of the chiral center in the hexa-fluoro-valine unit is based on the known stereochemistry of MeLeu and Ala (SS). The N-hydroxy-ethyl-oxy substituent of hexa-fluoro-valine is positionally disordered [occupancy ratio 0.543?(9):0.457?(9)]. In the solid state structure there are N-H?F and N-H?O intra-molecular hydrogen bonds supporting the coiled structure of this tripeptide with the three hydro-phobic substituents on the outside.

SUBMITTER: Eberle MK

PROVIDER: S-EPMC2971084 | biostudies-other | 2009

REPOSITORIES: biostudies-other

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(RSS)-[N-Hydroxyethyloxy]-hexafluoroVal-MeLeu-Ala tert-butyl ester.

Eberle Marcel K MK Stoeckli-Evans Helen H Keese Reinhart R

Acta crystallographica. Section E, Structure reports online 20091028 Pt 11

THE TITLE COMPOUND [SYSTEMATIC NAME: (2S,5S,8R)-tert-butyl 8-(1,1,1,3,3,3-hexafluoropropan-2-yl)-12-hydroxy-5-isobutyl-2,6-dimethyl-4,7-dioxo-10-oxa-3,6,9-triazadodecanoate], C(21)H(36)F(6)N(3)O(6), is a tripeptide crystallizing in the chiral ortho-rhom-bic spacegroup P2(1)2(1)2(1). The absolute configuration (R) of the chiral center in the hexa-fluoro-valine unit is based on the known stereochemistry of MeLeu and Ala (SS). The N-hydroxy-ethyl-oxy substituent of hexa-fluoro-valine is positionall ...[more]

PMID: 21578482

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