Syntheses of 5-Thio-D-Mannose from Petrochemicals and a Disaccharide Analog Containing It
Scheme 2
a. AcCl/MeOH; b. NaBH4/H2O; c. (i) Ac2O-Py, (ii)
Ac2O, H2SO4; d. (i)
AcOH/DMF,
(ii) K2CO3, CCl3CN; e. 8, TESOTf/CH2Cl2;
f. 80% AcOH; g. (i) (BnO)2PN(iPr)2, 1H-tetrazole, (ii) 30%
H2O2; h. Et3N-CH3OH; i. 10%
Pd-C, H2, AcOH-EtOH.