85716-46-7

Upstream product

• 131289-27-5 (1R,4S,5R,6S)-4,5,6-Tris-benzyloxy-1-trimethylsilanylmethyl-cyclohex-2-enol 
• 85798-11-4 (4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one 
• 19493-09-5 Methylenetriphenylphosphorane 
• 97747-51-8 (1R)-(-)-1,2,3-tri-O-acetyl-(1,3/2,4,6)-4-bromo-6-bromomethyl-1,2,3-cyclohexanetriol 
• 85716-45-6 1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon 
• 131289-26-4 (1R)-(1O,2,4,5/1C,3)-2,3,4-tribenzyloxy-1-(trimethylsilylmethyl)cyclohexane-1,5-diol 
• 121513-05-1 (2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-(tetrahydropyran-2-yloxy)cyclohexanone 
• 85716-43-4 methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 4356-80-3 methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 85716-44-5 methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside 
• 73111-13-4 Methanesulfonic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester 
• 102490-44-8 Acetic acid (1R,2S,6R)-2,6-diacetoxy-5-methylene-cyclohex-3-enyl ester 
• 100-39-0 benzyl bromide 
• 796850-23-2 (1R,2R,3S)-6-Methylene-cyclohex-4-ene-1,2,3-triol 

Downstream Products

• 106988-95-8 1L-(1,2,4/3)-2,3,4-tri-O-benzyl-1-C-(hydroxymethyl)-1,7-O-isopropyliden-5-cyclohexen-1,2,3,4-tetrol 
• 106988-97-0 (1'S,2'S,3'S,4'R,5'R,6'S)-3',4',5'-tribenzyloxy-2,2-dimethylspiro<1,3-dioxolane-4,2'-oxabicyclo<4.1.0>heptane> 
• 148291-30-9 <(1S,2S,4S,5S,6R)-5-benzyloxy-8,8,2',2'-tetramethylspiro<7,9-dioxabicyclo<4.3.0>nonane-2,4'-1',3'-dioxolan>-4-yl>-<(5''R,6''S,7''S,8''S,9''R,10''S)-8'',9'',10''-tribenzyloxy-6''-hydroxy-2'',2''-dimethyl-1'',3''-dioxaspiro<4.5>decan-7''-yl>amine 
• 85716-49-0 Benzoic acid (3R,4S,5S,6R)-4,5,6-tris-benzyloxy-3-cyclohexylamino-cyclohex-1-enylmethyl ester 
• 85716-48-9 1D-(1,3,6/2)-4-benzoyloxymethyl-6-bromo-1,2,3-tri-O-benzyl-4-cyclohexene-1,2,3-triol 
• 85716-48-9 1D-(1,3/2,6)-4-benzoyloxymethyl-6-bromo-1,2,3-tri-O-benzyl-4-cyclohexene-1,2,3-triol 
• 85716-50-3 Benzoic acid (4S,5S,6R)-4,5,6-tris-benzyloxy-3-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-((1R,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-2-methyl-tetrahydro-pyran-3-ylamino]-cyclohex-1-enylmethyl ester 
• 106988-92-5 1L-(1,2,4/3)-2,3,4-tri-O-benzyl-1-C-(hydroxymethyl)-5-cyclohexen-1,2,3,4-tetrol 
• 148347-74-4 (1R,4S,5R,6S)-4,5,6-tri(benzyloxy)-1-C-(hydroxymethyl)cyclohex-2-en-1-ol 
• 85716-47-8 (1R,2R,3S,4R)-1,2,3-tri-O-benzyl-6-bromo-4-(bromomethyl)-4-cyclohexene-1,2,3-triol 

Relevant academic research and scientific papers

Synthesis and Trehalose-inhibitory Activity of an Imino-linked Dicarba-&α,&α-trehalose and Analogues thereof

Dicarba-α,α-trehalose 2a, bis-(5a-carba-α-D-glucopyranosyl)amine, was prepared by the coupling of di-O-isopropylidene-α-validamine 5 and protected carba-sugar epoxide 7, followed by removal of the 2'-hydroxy group and conventional deprotection.Likewise, i

Hexa-O-benzyl-5-hydroxy-pseudo-α-D-glucopyranose and its C-5 epimer

(2S)-(2,4,5/3)-2,3,4-Tribenzyloxy-5-(tetrahydropyran-2-yloxy)cyclohexanone (9), when treated with vinylmagnesium bromide and trimethylsilylmethylmagnesium chloride, gave (1S)-(1O,2,4,5/1C,3)-2,3,4-tribenzyloxy-5-(tetrahydropyran-2-yloxy)-1-vinylcyclohexanol (10) and (1R)-(1O,2,4,5/1C,3)-2,3,4-tribenzyloxy-1-(trimethylsilylmethyl)cyclohexane-1,5-diol (16), respectively, with the S configuration at C-1 exclusively.Following oxidative cleavage of the double bond, 10 was converted into (1S)-(1O,2,4,5/1C,3)-1,2,3,4,5-pentabenzyloxy-1-(benzyloxymethyl)cyclohexane (14), the C-5 epimer 19 of which was obtained from the trimethylsilylmethyl-substituted adduct following hydroxylation of the double bond of the derived (2R)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxy-1-methylenecyclohexane (17). (2S)-(2,4,5/3)-2,3,4-Tribenzyloxy-5-hydroxycyclohexanone (7) was converted into its enantiomer 26 and into (1S)-(1O,2,4,5O/1C,5C)-2,3,4-tribenzyloxy-5-(trimethylsilyl)methyl-1-vinylcyclohexane-1,5-diol (28).

SYNTHESIS OF AMYLOSTATIN (XG), α-GLUCOSIDASE INHIBITOR WITH BASIC PSEUDOTRISACCHARIDE STRUCTURE

The basic pseudotrisaccharide (1) constituting the common and essential building block of several α-glucosidase inhibitors of microbial origin was synthesized by coupling two synthons: the chiral cyclohexyl halide (11) and the 4'-amino-4'-deoxy-disaccharide (14).