171667-67-7

Upstream product

• 157363-85-4 1,2:5,6-Dianhydro-3,4-di-O-benzyl-D-mannitol 
• 151477-85-9 3,4-di-O-benzyl-1,2:5,6-di-O-sulfenyl-D-mannitol 
• 722539-36-8 3,4-di-O-benzyl-1,2:5,6-di-O-sulfinyl-D-mannitol 
• 36199-02-7 3,4-di-O-benzyl-D-mannitol 

Downstream Products

• 171667-72-4 ((2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-thiophen-2-yl)-methanol 
• 200191-59-9 (3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-bromomethyl-tetrahydro-thiopyran-3-ol 
• 200191-63-5 2,6-di-O-benzoyl-3,4-di-O-benzyl-1,5-dideoxy-1,5-thio-L-gulitol 
• 200191-60-2 Benzoic acid (2S,3S,4R,5S)-3,4-bis-benzyloxy-5-hydroxy-tetrahydro-thiopyran-2-ylmethyl ester 

Relevant academic research and scientific papers

Heterocyclisation of free or partially protected alditols via their bis- cyclic sulfate derivatives. Versatile synthesis of aza and thiodeoxyanhydroalditol with erythro, threo, arabino, gulo, talo or manno configuration

The his-cyclic sulfate derivatives of erythritol (1), D,L-threito1 (5), 3,4-di-O-benzyl-D-mannitol (9), 1,2-O-isopropylidene-D-mannitol (14) and l-O- benzyl-D,L-xylito1 (18) were submitted to nucleophilic attack by allylamine or sodium sulfide. In both ca

Synthesis of thiosugars as weak inhibitors of glycosidases

A series of enantiomerically pure thiosugars (1,6-dideoxy-1,6-thio-D- mannitol or L-iditol, 1,5-dideoxy-1,5-thio-L-gulitol or D-glucitol and 2,5- dideoxy-2,5-thio-L-iditol or D-mannitol, and their corresponding sulfoxide or sulfone) was synthesized via thiocyclization of C2-symmetric bis-epoxides, and subsequently followed by ring isomerization in few cases. These compounds have been evaluated as inhibitors of several glycosidases (α- and β-D- glucosidases, α-D-mannosidase and α-L-fucosidase).

THIOSUGARS FROM D-MANNITOL

Enantiomerically pure thiosugars, with a thiepan, tetrahydrothiopyran or tetrahydrothiophene backbone, have been synthesized by thio-heterocyclization of enantiopure C2-symmetric bis-epoxides and possibly ring contraction. - Key words: Thiosuga