104731-68-2

Upstream product

• 69982-67-8 DL-2-exo-bromo-4,8-dioxatricyclo<4.2.1.0^3,7>nonan-5-one 
• 104748-84-7 DL-(1,3,5/2,4)-2,3-diacetoxy-4,5-dibromocyclohexane-1-carboxylic acid 
• 104765-18-6 methyl DL-(1,3,5/2,4)-2,3-diacetoxy-4,5-dibromocyclohexane-1-carboxylate 
• 186581-53-3 diazomethane 
• 104731-67-1 DL-(1,3/2)-2,3-Diacetoxy-4-cyclohexene-1-carboxylic acid 
• 131928-01-3 (1R,2S,5S)-2-Acetoxy-5-(dimethyl-phenyl-silanyl)-cyclohex-3-enecarboxylic acid methyl ester 
• 131927-99-6 (1E,3E)-4-Acetoxy-1-phenyldimethylsilyl-1,3-butadiene 
• 131928-03-5 (1S,2S,3R,4R,5R)-2,3,4-Triacetoxy-5-(dimethyl-phenyl-silanyl)-cyclohexanecarboxylic acid methyl ester 

Downstream Products

• 104731-69-3 methyl DL-(1,3/2,4,5)-2,3,4,5-tetrahydroxycyclohexane-1-carboxylate 
• 10226-79-6 DL-penta-O-acetyl-(1,2,4/3,5)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol 
• 113409-82-8 methyl DL-(3,4/5)-3,4,5-trihydroxy-5-O-p-tolylsulfonyl-cyclohexene-1-carboxylate 
• 113409-78-2 (3aS,4S,5R,7R,7aR)-2,2-Dimethyl-4,7-bis-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 113409-81-7 methyl DL-(1,3,4/2,5)-2,3,4,5-tetrahydroxy-2,5-di-O-p-tolylsulfonylcyclohexane-1-carboxylate 
• 113445-10-6 (3aS,4R,5S,7S,7aS)-4-Hydroxy-2,2-dimethyl-7-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 113445-09-3 (3aR,4R,5S,7S,7aR)-7-Hydroxy-2,2-dimethyl-4-(toluene-4-sulfonyloxy)-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 113409-80-6 methyl DL-(1,3,4/2,5)-2,3,4,5-tetrahydroxy-5-O-p-tolylsulfonylcyclohexane-1-carboxylate 
• 113409-79-3 methyl DL-(1,3,4/2,5)-2,3,4,5-tetrahydroxy-2-O-p-tolylsulfonylcyclohexane-1-carboxylate 
• 10226-78-5 methyl DL-(1,3,4/2,5)-2,3,4,5-tetra-O-acetyl-2,3,4,5-tetrahydroxycyclohexane-1-carboxylate 
• 104731-69-3 methyl DL-(1,3,4/2,5)-2,3,4,5-tetrahydroxycyclohexane-1-carboxylate 
• 16613-45-9 (+/-)-methyl triacetylshikimate 
• 4372-89-8 (+/-)-methyl shikimate 
• 15271-51-9 (+/-)-shikimic acid 

Relevant academic research and scientific papers

(1E,3E)-4-acetoxy-1-phenyldimethylsilyl-1,3-butadiene as a surrogate for (1E,3E)-1,4-diacetoxy-1,3-butadiene: A highly coefficient synthesis of (±)-shikimic acid

The 5-step synthesis of (±)-shikimic acid has been achieved in 55% overall yield from (1E,3E)-4-acetoxy-1-phenyldimethylsilyl-1,3-butadiene, starting with its Diels-Alder reaction with 2-(trimethylsilyl)ethyl acrylate and featuring the use of Fleming's on

SYNTHESIS OF METHYL DL-(1,3/2,4,5)- AND DL-(1,3,4/2,5)-2,3,4,5-TETRAHYDROXYCYCLOHEXANE-1-CARBOXYLATES

Two new diastereoisomers of the pseudo-hexuronate methyl 2,3,4,5-tetrahydroxycyclohexane-1-carboxylate, having (1,3/2,4,5)- (8) and (1,3,4/2,5)-configurations (16), have been synthesized from the readily available bromo-lactone (1) of the endo-adduct of f