(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-ol

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-ol
CAS No.:326606-17-1
Molecular Formula:C₃₃H₄₁NO₁₁
Molecular Weight:627.689
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-ol

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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-ol

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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-ol

There total 14 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-ol 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%

: 326606-26-2
(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

: 326606-17-1
(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-ol

Guidance literature:: With diisobutylaluminium hydride;
DOI:10.1021/jo034870l

Reference yield:

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

: 326606-17-1
(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-ol

Guidance literature:: Multi-step reaction with 4 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

4.1: 91 percent / DIBAL-H

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

Reference yield:

: 326606-11-5
(S,S)-5,6-bis-(4-methoxyphenyl)-[1,4]-dioxan-2-one

: 326606-17-1
(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-ol

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 70 percent / CH₂Cl₂; hexane / 3 h / -78 °C

2.1: 91 percent / proton sponge / CH₂Cl₂ / 8 h / 20 °C

3.1: 91 percent / DIBAL-H

With Proton Sponge; diisobutylaluminium hydride; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In hexane; dichloromethane;
DOI:10.1021/jo034870l