(3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

Base Information

Chemical Name:(3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one
CAS No.:326606-26-2
Molecular Formula:C₃₃H₃₉NO₁₁
Molecular Weight:625.673
Hs Code.:

Synonyms:(3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

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Chemical Property of (3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

Chemical Property:

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MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

There total 12 articles about (3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one 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: 91.0%

: 326606-16-0
(3S,5S,6S)-3-[(1S,3R)-1-hydroxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

: 326606-26-2
(3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

Guidance literature:: With Proton Sponge; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1021/jo034870l

Reference yield:

: 4705-34-4,15638-14-9,34480-01-8,112246-67-0,2510-75-0
1,2-bis(4-methoxyphenyl)ethene

: 326606-26-2
(3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / AD-mix-α; H2O / 2-methyl-propan-2-ol

2.1: n-Bu₂SnO / benzene / Heating

2.2: 76 percent / tetra-n-butylammonium iodide / benzene

3.1: Et₃N; cHex₂BOTf / CH₂Cl₂; hexane / 3 h / -78 °C

3.2: 70 percent / CH₂Cl₂; hexane / 3 h / -78 °C

4.1: 91 percent / proton sponge / CH₂Cl₂ / 8 h / 20 °C

With AD-mix-α; Proton Sponge; water; di(n-butyl)tin oxide; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In hexane; dichloromethane; tert-butyl alcohol; benzene;
DOI:10.1021/jo034870l

Reference yield:

: 122798-27-0
(-)-(2S,3S)-1,2-bis(4-methoxyphenyl)ethane1,2-diol

: 326606-26-2
(3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-Bu₂SnO / benzene / Heating

1.2: 76 percent / tetra-n-butylammonium iodide / benzene

2.1: Et₃N; cHex₂BOTf / CH₂Cl₂; hexane / 3 h / -78 °C

2.2: 70 percent / CH₂Cl₂; hexane / 3 h / -78 °C

3.1: 91 percent / proton sponge / CH₂Cl₂ / 8 h / 20 °C

With Proton Sponge; di(n-butyl)tin oxide; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In hexane; dichloromethane; benzene;
DOI:10.1021/jo034870l