(Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate
CAS No.:1231184-83-0
Molecular Formula:C₃₁H₄₀O₈SSi
Molecular Weight:600.805
Hs Code.:

Synonyms:(Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate

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Chemical Property of (Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate

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Technology Process of (Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate

There total 6 articles about (Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate 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: 87.0%

: 1242074-14-1
2-((tert-butyldimethylsilyl)oxy)-6-formyl-3-methoxyphenyl 4-methylbenzenesulfonate

: 61240-20-8
triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide

: 1231184-83-0
(Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate

: 1231184-85-2
C₃₁H₄₀O₈SSi

Guidance literature:: triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

2-((tert-butyldimethylsilyl)oxy)-6-formyl-3-methoxyphenyl 4-methylbenzenesulfonate; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1021/np100108e

Reference yield:

: 2103-57-3
2,3,4-trimethoxybenzaldehyde

: 1231184-83-0
(Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trichloride / dichloromethane / 18 h / 0 °C / Cooling with ice

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 5 h / 20 °C

3.1: dmap; triethylamine / dichloromethane / 18 h

4.1: n-butyllithium / tetrahydrofuran / 0.5 h / -10 °C

4.2: 5 h

With dmap; n-butyllithium; boron trichloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jnatprod.9b00773

Reference yield:

: 4055-69-0
2,3-dihydroxy-4-methoxybenzaldehyde

: 1231184-83-0
(Z)-2-((tert-butyldimethylsilyl)oxy)-3-methoxy-6-(3,4,5-trimethoxystyryl)phenyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 5 h / 20 °C

2.1: dmap; triethylamine / dichloromethane / 18 h

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -10 °C

3.2: 5 h

With dmap; n-butyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jnatprod.9b00773