Fluorinated carbohydrates as potential plasma membrane modifiers. Synthesis of 4-and 6-fluoro derivatives of 2-acetamido-2-deoxy-D-hexopyranoses
M Sharma, RJ Bernacki, B Paul, W Korytnyk - Carbohydrate research, 1990 - Elsevier
Amino-2, 4-dideoxy-4-fluoro-and 2-amino-2, 4, 6-trideoxy-4, 6-difluoro-d-galactose, and 2-
amino-2, 4-dideoxy-4-fluoro-and 2-amino-4-deoxy-4, 4-difluoro-d-xylo-hexose were
synthesized, as potential modifiers of tumor cell-surface glycoconjugate, from benzyl 2-
acetamido-3-O-benzyl-2-deoxy-4, 6-di-O-mesyl-α-d-glucopyranoside and benzyl 2-
acetamido-3, 6-di-O-benzyl-2-deoxy-4-O-mesyl-α-d-glucopyranoside, which were converted
into the corresponding 4, 6-difluoro-2, 4, 6-trideoxy and 2, 4-dideoxy-4-fluoro derivatives …
amino-2, 4-dideoxy-4-fluoro-and 2-amino-4-deoxy-4, 4-difluoro-d-xylo-hexose were
synthesized, as potential modifiers of tumor cell-surface glycoconjugate, from benzyl 2-
acetamido-3-O-benzyl-2-deoxy-4, 6-di-O-mesyl-α-d-glucopyranoside and benzyl 2-
acetamido-3, 6-di-O-benzyl-2-deoxy-4-O-mesyl-α-d-glucopyranoside, which were converted
into the corresponding 4, 6-difluoro-2, 4, 6-trideoxy and 2, 4-dideoxy-4-fluoro derivatives …