2-O-Acetyl-3,4,6-tri-O-benzyl-alpha-D-mannopyranosyl trichloroacetimidate

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Ref:
FC-212 (CAS 108869-64-3)

Synonyms:
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-αlpha-D-mannopyranosyl)trichloroacetimidate
(2R,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3-yl acetate
Acetic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester

2-O-Acetyl-3,4,6-tri-O-benzyl-αlpha-D-mannopyranosyl trichloroacetimidate is a fully protected mannose donor that has been used in the synthesis of phosphatidylinositol mannosides (PIMs)1 and gylcosylated antitumor ether lipids (GAELs).2 The 2-O-acetyl participating group directs alpha-stereochemistry in glycosidation reactions.

References:
1. Xinyu Liu, Bridget L. Stocker and Peter H. Seeberger, J. Am. Chem. Soc., 2006,
    128, 3638-3648.
2. José R. Marino-Albernas, Robert Bittman, Andrew Peters and Eric Mayhew, J.
    Med. Chem.,
1996, 39, 3241-3247.

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