115184-64-0

Upstream product

• 108-24-7 acetic anhydride 
• 64589-25-9 (+/-)-2exo,3exo-diacetoxy-5exo-acetoxymethyl-7-oxabicyclo<2.2.1>heptane 
• 16656-59-0 Pseudo-β-DL-gulopyranose-triacetat; DL-1-Acetoxymethyl-2,5-diacetoxy-3,4-dihydroxy-cyclohexan 
• 108813-40-7 dimethyl (2S,3R,4R,5S)-2-acetoxy-3,4,5-tris(benzyloxy)cyclohexane-1,1-dicarboxylate 
• 108813-41-8 dimethyl (2R,3R,4R,5S)-2-acetoxy-3,4,5-tris(benzyloxy)cyclohexane-1,1-dicarboxylate 
• 77144-66-2 C₂₇H₂₈O₁₀ 
• 104731-67-1 DL-(1,3/2)-2,3-Diacetoxy-4-cyclohexene-1-carboxylic acid 
• 69982-67-8 DL-2-exo-bromo-4,8-dioxatricyclo<4.2.1.0^3,7>nonan-5-one 
• 70838-35-6 DL-(1,3/2,4,6)-1,2,3-tri-O-acetyl-4-bromo-6-bromomethyl-1,2,3-cyclohexanetriol 
• 1151903-44-4 (1S,2R,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)-cyclohexanol 
• 1313195-33-3 (1S,4S,5R)-4-O-benzyl-5-benzyloxymethyl-1-O-(tert-butyldimethylsilyl)cyclohex-2-en-1,4-diol 
• 1313195-34-4 tert-butyldimethylsilyl 4,6-di-O-benzyl-5a-carba-α-D-mannopyranoside 
• 203627-51-4 (1S,2R,5S)-2,5-Dihydroxy-cyclohex-3-ene-1,2-dicarboxylic acid dimethyl ester 
• 338460-84-7 (4S,6R)-4-tert-butyldimethylsilyloxy-6-hydroxymethyl-2-cyclohexenone 

Downstream Products

• 10226-73-0 Pseudo-α-DL-talopyranose; 2c,3c,4c,5t-Tetrahydroxy-1-cyclohexan-methanol 
• 10226-80-9 (+/-)-1r-Triphenylmethoxymethyl-2c,3c,4c,5t-tetraacetoxy-cyclohexan 
• 10226-73-0 DL-(1,2,4/3,5)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol 
• 10226-73-0 DL-(1,2/3,4,5)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol 
• 97321-82-9 (1SR,3SR,5SR,8RS,10SR,12RS)-5,12-diphenyl-4,6,11,13-tetraoxatricyclo<8.3.0.0^3,8>tridecan-2-one 
• 97321-80-7 (1SR,2RS,3SR,5SR,8RS,10SR,12RS)-5,12-diphenyl-4,6,11,13-tetraoxatricyclo<8.3.0.0^3,8>tridecan-2-ol 
• 97321-80-7 (1SR,2SR,3SR,5SR,8RS,10SR,12RS)-5,12-diphenyl-4,6,11,13-tetraoxatricyclo<8.3.0.0^3,8>tridecan-2-ol 
• 97321-80-7 (1SR,2SR,3SR,5SR,8RS,10SR,12SR)-5,12-diphenyl-4,6,11,13-tetraoxatricyclo<8.3.0.0^3,8>tridecan-2-ol 
• 10226-73-0 DL-(1,2,4,5/3)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol 
• 10226-73-0 DL-(1,3,5/2,4)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol 
• 80065-31-2 DL-tetra-O-acetyl-(1,3,5/2,4)-5-bromomethyl-1,2,3,4-cyclohexanetetrol 
• 60543-79-5 DL-tetra-O-acetyl-(1,3,5/2,4)-5-methyl-1,2,3,4-cyclohexanetetrol 
• 80065-33-4 DL-tetra-O-acetyl-(1,3,5/2,4)-5-acetamidomethyl-1,2,3,4-cyclohexanetetrol 
• 10226-73-0 DL-(1,5/2,3,4)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol 

Relevant academic research and scientific papers

Synthesis of some carbahexopyranoses using Mn/CrCl3 mediated domino reactions and ring closing metathesis

An efficient and common method for the synthesis of 5a-carba-α-D-mannopyranose 5, 5a-carba-β-D-mannopyranose 6, (+) methyl shikimate 9, (+) methyl-5-epi-shikimate 10, validamine analogue 15 and valiolamine analogue 16 from D-mannose, formal synthesis of T

A chemoenzymatic synthesis of 5a-carba-α-D-mannose-6-phosphate

An efficient chemical synthesis of 5a-carba-α-D-mannose and its enzymatic elaboration to 5a-carba-α-D-mannose-6-phosphate, using yeast hexokinase, is described.

A general norbornyl based synthetic approach to carbasugars and 'confused' carbasugars

The norbornyl system has been recognized simply as a 'locked' carbasugar and a short, general approach to carbasugars and their new siblings, 'confused' carbasugars, from readily available 7-ketonorbornanes is reported.

A norbornyl route to cyclohexitols: Structural diversity in fragmentation through functional group switching. Synthesis of α- and β- galactose, α-talose and α-fucopyranose carbasugars

A novel fragmentation sequence has been executed within the norbornane system, involving C1-C7 bond scission, to extract a versatile, highly functionalized cyclohexanoid moiety. Its further evolution towards a range-of carbasugars is described. (C) 2000 Elsevier Science Ltd.

Cyclohexane polyols: Enantioselective synthesis of (+)-fortamine and of pseudosugars

(1R,2S,3R,4S)-4-butyryloxy-2,3-isopropylidenedioxy-5-cyclohexe n-1-ol (1) obtained upon enzymatic hydrolysis of the corresponding meso-dibutyrate 4b is a fully functionalized homochiral building block for the synthesis of cyclohexane polyols. Applications

(-)-QUINIC ACID IN ORGANIC SYNTHESIS. 3. STEREOCONTROLLED SYNTHESES OF PSEUDO-α-D-GLUCOPYRANOSE AND PSEUDO-α-D-MANNOPYRANOSE.

The alkene (16), readily affordable from (-)-quinic acid, underwent a stereoselective cis- and trans-hydroxylation to give pseudo-α-D-glucopyranose (1) and pseudo-α-D-mannopyranose (2) respectively.

Synthesis of Optically Active Pentaacetates of Pseudo-β-L-allopyranose and Pseudo-α-D-mannopyranose

Diisobutylaluminium hydride reduction of D-glucose-derived chiral synthon, (1R,6R,8R,9R)-8,9-isopropylidenedioxy-7-oxabicyclonon-4-en-3-one (1), gave a 7:1 mixture of (1R,3S,6R,8R,9R)- and (1R,3R,6R,8R,9R)-8,9-isopropylidenedioxy-7-oxabicyclonon-4-en-3-ol, (2) and (2').Introduction of cis-diol to the double bond of 3-O-acetyl derivatives of 2 and 2' by osmium tetraoxide oxidation provided the diastereomeric mixture of (1R,3S,4R,5S,6S,8R,9R)-3-acetoxy-8,9-isopropylidenedioxy-7-oxabicyclononane-4,5-diol (5) and (1R,3R,4S,5R,6S,8R,9R) diastereomer.Compound 5 was transformed to optically active pseudo-β-L-allopyranose effectively via (1R)-1--1,2-ethanediol (9).Cyclohexanecarbaldehyde formed by glycol cleavage of 9 was treated with methanesulfonyl chloride and reduced with lithium aluminium hydride to give (3S,4R,5S)-3,4,5-tris(benzyloxy)-1-cyclohexene-1-methanol (13).Compound 13 was efficiently converted to pseudo-α-D-mannopyranose pentaacetate by stereoselective hydroboration as a key reaction.The Wharton reaction of (1R,4S,5S,6S,8R,9R)-4,5-epoxy-8,9-isopropylidenedioxy-7-oxabicyclononan-3-one derived from 1 gave (1R,5R,6S,8R,9R)-8,9-isopropylidenedioxy-7-oxabicyclonon-3-en-5-ol, into which (3S,4S)-diol was stereoselectively introduced by oxidation with osmium tetraoxide.

A Novel Transformation of Four Aldoses to Some Optically Pure Pseudohexopyranoses and a Pseudopentofuranose, Carboxylic Analogues of Hexopyranoses and Pentofuranose. Synthesis of Derivatives of (1S,2S,3R,4S,5S)-, (1S,2S,3R,4R,5S)-, (1R,2R,3R,4R,5S)-, (1S,

Knoevenagel reactions with dimethyl malonate of the suitably protected acylic aldehydes 6, 20, 34, and 46, which were prepared from D-ribose, D-xylose, D-arabinose, and D-erythrose, respectively, proceeded smoothly to provide α,β-unsaturated diesters 7, 2