Orthoester-based strategy for efficient synthesis of the virulent antigenic-1,2-linked oligomannans of Candida albicans

Synlett

Volumn , Issue 9 SPEC. ISS., 2003, Pages 1319-1322

  Mathew, Felix ^a   Mach, Mateusz ^a   Hazen, Kevin C ^b   Fraser Reid, Bert ^a  

^a Nat Prod Glycotechnology Res I   (United States)

^b UNIVERSITY OF VIRGINIA HEALTH SYSTEM   (United States)

Author keywords

Iterative synthesis; N pentenylorthoesters; Structure verification; oligomannosides

Indexed keywords

BENZOIC ACID DERIVATIVE; CARBOHYDRATE DERIVATIVE; GLUCOSE; MANNOSE; OLIGOMANNAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CANDIDA ALBICANS; CARBOHYDRATE SYNTHESIS; CARBON NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0038442248     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-40350     Document Type: Article

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33. 3): δ = 139.4, 139.2, 139.1, 139.0, 138.9, 138.6, 138.4, 138.3, 138.1, 138.0, 137.9, 137.0, 128.7, 128.7, 128.5, 128.4, 128.3, 128.1, 128.0, 127.9, 127.9, 127.8, 127.8, 127.7, 127.6, 127.5, 127.1, 127.1, [8 anomeric carbons comes at (100.9, 100.8, 100.5, 100.3, 100.1, 99.9, 98.7, 95.7 (α anomeric carbon)]. 83.3, 82.0, 81.9, 81.8, 81.7, 79.8, 78.1, 75.7, 75.5, 75.3, 75.1, 74.9, 74.7, 74.4, 74.1, 74.0, 73.6, 73.5, 73.2, 73.1, 73.0, 72.8, 72.7, 71.3, 70.3, 70.2, 70.1, 70.0, 69.9, 69.7, 69.6, 69.5, 69.4, 68.5, 67.6. FAB-MS (m/z) 3696 (M + Cs).