184886-39-3

Basic information

• Product Name: methyl (3R,4S,5R)-3,4,5-tris(methoxymethoxy)cyclohex-1-enecarboxylate
• Synonyms: methyl (3R,4S,5R)-3,4,5-tris(methoxymethoxy)cyclohex-1-enecarboxylate
• CAS NO: 184886-39-3
• Molecular Weight: 320.34
• Mol File: 184886-39-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl (3R,4S,5R)-3,4,5-tris(methoxymethoxy)cyclohex-1-enecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (3R,4S,5R)-3,4,5-tris(methoxymethoxy)cyclohex-1-enecarboxylate(184886-39-3)
• EPA Substance Registry System: methyl (3R,4S,5R)-3,4,5-tris(methoxymethoxy)cyclohex-1-enecarboxylate(184886-39-3)

Safety Data

• Hazardous Substances Data: 184886-39-3(Hazardous Substances Data)

Upstream product

• 40983-58-2 methyl shikimate 
• 107-30-2 chloromethyl methyl ether 
• 184886-40-6 Methanesulfonic acid (1S,2S,3S,4R,6R)-6-hydroxymethyl-2,3,4-tris-methoxymethoxy-cyclohexyl ester 
• 184886-38-2 (1S,2R,3S,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,3,4-tris-methoxymethoxy-cyclohexanol 
• 184886-36-0 (1S,4R,5S,6R)-4,5,6-Tris-methoxymethoxy-cyclohex-2-enol 
• 1053648-06-8 (3aS,5R,6S,7S,7aS)-5,6,7-Tris-methoxymethoxy-2,2-dimethyl-octahydro-benzo[d][1,2]oxasilole 
• 184886-37-1 (1S,2R,3S,4R,6R)-6-Hydroxymethyl-2,3,4-tris-methoxymethoxy-cyclohexanol 
• 146830-36-6 (+)-(1S,4R,4aS,5R,8S,8aR)-5-Acetoxy-1,4,4a,5,8,8a-hexahydro-8-hydroxy-endo-1,4-methanonaphthalene 
• 146830-38-8 (1S,4R,4aS,5R,8S,8aR)-8-Methoxymethoxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-ol 
• 146830-42-4 (1S,4R,4aS,5S,6R,7S,8R,8aR)-6,7,8-Tris-methoxymethoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol 
• 146830-41-3 C₁₇H₂₇BrO₇ 
• 146830-37-7 Acetic acid (1S,4R,4aS,5R,8S,8aR)-8-methoxymethoxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl ester 
• 146830-39-9 C₁₃H₁₇BrO₃ 
• 146830-40-2 C₁₃H₁₉BrO₅ 

Downstream Products

• 138-59-0 shikimic acid 
• 1108622-02-1 methyl (1S,2R,3R,4S,5R)-1,2-dihyroxy-3,4,5-tris(methoxymethoxy)cyclohexanecarboxylate 
• 40983-58-2 methyl shikimate 

Relevant articles and documents

A Suzuki cross-coupling and intramolecular aza-Michael addition reaction sequence towards the synthesis of 1,10b-epi-7-deoxypancratistatins and their cytotoxicity studies

The development of an efficient approach to the construction of a phenanthridone is described. The convergent strategy commences with the preparation of Suzuki cross-coupling reaction precursors, arylboronic acid 12 and α-iodo enone 19, from piperonylamine (9) and (-)-D-quinic acid (10), respectively. The coupling of 12 and 19 followed by a key intramolecular aza-Michael addition produced phenanthridone 21 featuring a cis-fused B-C ring junction. The syntheses of compounds 25 and 26, both of which are C-1 and C-10b epimers of the naturally occurring potent antitumor agent 7-deoxypancratistatin (2), from 21 are elaborated in detail in this paper. The cytotoxicities of 25 and 26 were evaluated against three different cancer cell lines. Compound 26 served as a moderate growth inhibitor of THP-1 monocytic cells (GI50 = 14.5 μg/mL). Wiley-VCH Verlag GmbH & Co. KGaA, 2008.