methyl 4-{[(2R,3R,4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate

Base Information

Chemical Name:methyl 4-{[(2R,3R,4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate
CAS No.:1449576-26-4
Molecular Formula:C₂₁H₃₀O₉
Molecular Weight:426.464
Hs Code.:

Synonyms:

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Chemical Property of methyl 4-{[(2R,3R,4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate

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Technology Process of methyl 4-{[(2R,3R,4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate

There total 6 articles about methyl 4-{[(2R,3R,4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: C₂₀H₂₈O₉

: 74-88-4
methyl iodide

: 1449576-26-4
methyl 4-{[(2R,3R,4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate

: methyl 4-{[(4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate

Guidance literature:: With sodium hydride; In acetonitrile; mineral oil; at 0 ℃; for 1h; Overall yield = 246 mg;
DOI:10.1002/ejoc.201300437

Reference yield:

: 30021-94-4
1,2,3,4-O-tetraacetyl-α-L-rhamnopyranose

: 1449576-26-4
methyl 4-{[(2R,3R,4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

2.1: methanol; sodium methylate / 2 h / 20 °C

2.2: Amberlite resin H⁽¹⁺⁾-form / 0.08 h

3.1: boron trifluoride diethyl etherate / acetonitrile / 2.5 h / 0 °C

4.1: sodium hydride / acetonitrile; mineral oil / 1 h / 0 °C

With methanol; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; In dichloromethane; acetonitrile; mineral oil;
DOI:10.1002/ejoc.201300437

Reference yield:

: 6014-42-2
L-rhamnose

: 1449576-26-4
methyl 4-{[(2R,3R,4aS,5S,7S,8R,8aR)-2,3,8-trimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxin-7-yl]oxy}benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / water / 16 h / 20 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

3.1: methanol; sodium methylate / 2 h / 20 °C

3.2: Amberlite resin H⁽¹⁺⁾-form / 0.08 h

4.1: boron trifluoride diethyl etherate / acetonitrile / 2.5 h / 0 °C

5.1: sodium hydride / acetonitrile; mineral oil / 1 h / 0 °C

With pyridine; methanol; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; In dichloromethane; water; acetonitrile; mineral oil;
DOI:10.1002/ejoc.201300437