TY - JOUR
T1 - Synthesis of two branched heptopyranoside‐ (L,D‐Hepp)‐containing trisaccharides of the inner‐core region of Citrobacter PCM 1487
AU - Boons, G. J.P.H.
AU - Overhand, M.
AU - van der Marel, G. A.
AU - van Boom, J. H.
PY - 1992/1/1
Y1 - 1992/1/1
N2 - The diastereogenic addition of (phenyldimethylsilyl)magnesium chloride to methyl 3‐O‐allyl‐2,4‐di‐O‐benzyl‐α‐D‐manno‐hexodialdo‐1,5‐pyranoside gave a L‐glycero‐D‐manno‐heptopyranoside (L,D‐Hepp) derivative having at C‐7 the phenyldimethylsilyl function as a hydroxy‐masking group. The L,D‐Hepp) derivative was converted into two acceptors which could be applied successfully for the preparation of the trisaccharides L‐α‐D‐Hepp)‐(1→3)‐O‐[L‐α‐D‐Hepp‐(1→7)]‐L‐α‐D‐Hepp/‐O‐Me 20 and α‐D‐Glcp‐(1→3)‐O‐[L‐α‐D‐Hepp‐(1→7)]‐L‐D‐Hepp‐O‐Me 26.
AB - The diastereogenic addition of (phenyldimethylsilyl)magnesium chloride to methyl 3‐O‐allyl‐2,4‐di‐O‐benzyl‐α‐D‐manno‐hexodialdo‐1,5‐pyranoside gave a L‐glycero‐D‐manno‐heptopyranoside (L,D‐Hepp) derivative having at C‐7 the phenyldimethylsilyl function as a hydroxy‐masking group. The L,D‐Hepp) derivative was converted into two acceptors which could be applied successfully for the preparation of the trisaccharides L‐α‐D‐Hepp)‐(1→3)‐O‐[L‐α‐D‐Hepp‐(1→7)]‐L‐α‐D‐Hepp/‐O‐Me 20 and α‐D‐Glcp‐(1→3)‐O‐[L‐α‐D‐Hepp‐(1→7)]‐L‐D‐Hepp‐O‐Me 26.
UR - http://www.scopus.com/inward/record.url?scp=6744272227&partnerID=8YFLogxK
U2 - 10.1002/recl.19921110306
DO - 10.1002/recl.19921110306
M3 - Article
AN - SCOPUS:6744272227
SN - 0165-0513
VL - 111
SP - 144
EP - 148
JO - Recueil des Travaux Chimiques des Pays‐Bas
JF - Recueil des Travaux Chimiques des Pays‐Bas
IS - 3
ER -