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1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo-methyl-2-de-oxy-?-d-glucopyran-ose.

ABSTRACT: In the title compound, C30H33BrO6, the pyran-ose ring adopts a chair conformation. Two of the O-benzyl phenyl rings lie almost perpendicular to C/C/C/O plane formed by the ring atoms not attached to these O-benzyl phenyl rings, and form dihedral angles of 85.1?(2) and 64.6?(2)°, while the third O-benzyl phenyl ring is twisted so that it makes a dihedral angle 34.9?(2)° to this C/C/C/O plane. This twist is ascribed to the formation of an S(8) loop stabilized by a weak intra-molecular C-H?O hydrogen bond.

SUBMITTER: Kinfe HH

PROVIDER: S-EPMC3588367 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

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1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo-methyl-2-de-oxy-α-d-glucopyran-ose.

Kinfe Henok H HH Makolo Felix L FL Phasha Zanele H ZH

Acta crystallographica. Section E, Structure reports online 20121212 Pt 1

In the title compound, C30H33BrO6, the pyran-ose ring adopts a chair conformation. Two of the O-benzyl phenyl rings lie almost perpendicular to C/C/C/O plane formed by the ring atoms not attached to these O-benzyl phenyl rings, and form dihedral angles of 85.1 (2) and 64.6 (2)°, while the third O-benzyl phenyl ring is twisted so that it makes a dihedral angle 34.9 (2)° to this C/C/C/O plane. This twist is ascribed to the formation of an S(8) loop stabilized by a weak intra-molecular C-H⋯O hydrog ...[more]

PMID: 23476454

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