282535-09-5

Basic information

• Product Name: (2S,3S,4aR,6R,8R,8aS)-8-(Bis-benzyloxy-phosphoryloxy)-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
• CAS NO: 282535-09-5
• Molecular Weight: 580.569
• Mol File: 282535-09-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S,4aR,6R,8R,8aS)-8-(Bis-benzyloxy-phosphoryloxy)-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4aR,6R,8R,8aS)-8-(Bis-benzyloxy-phosphoryloxy)-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester(282535-09-5)
• EPA Substance Registry System: (2S,3S,4aR,6R,8R,8aS)-8-(Bis-benzyloxy-phosphoryloxy)-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester(282535-09-5)

Safety Data

• Hazardous Substances Data: 282535-09-5(Hazardous Substances Data)

Upstream product

• 108549-23-1 Dibenzyl N,N-diisopropylphosphoramidite 
• 176798-26-8 (2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 

Downstream Products

• 93060-75-4 (-)-shikimate 3-phosphate trisodium salt 
• 282535-08-4 (2S,3S,4aR,8R,8aS)-8-(Bis-benzyloxy-phosphoryloxy)-2,3-dimethoxy-2,3-dimethyl-2,3,4a,5,8,8a-hexahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 

Relevant articles and documents

Efficient syntheses-of (-)-shikimate and (-)-quinate 3-phosphate via trans vicinal diol protection with 2,2,3,3-tetramethoxybutane (TMB) of shikimic and quinic acids

(-)-Shikimate 3-phosphate and (-)-quinate 3-phosphate can be synthesized by selective protection of their trans diol functionality using 2,2,3,3- tetramethoxybutane (TMB) using D-(-)-shikimic acid and D-(-)-quinic acid as starting materials. This versatile reagent facilitates the synthesis of these important biological targets in fewer steps than previously reported. By the proper choice of protecting group for C-3 hydroxyl in D-(-)-quinic acid, it can be converted to a key intermediate in the synthesis of (-)-shikimate 3- phosphate. (C) 2000 Elsevier Science Ltd.