methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

Base Information

Chemical Name:methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate
CAS No.:944450-22-0
Molecular Formula:C₄₂H₆₈O₈Si
Molecular Weight:729.083
Hs Code.:

methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

Synonyms:methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

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Chemical Property of methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

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Technology Process of methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

There total 10 articles about methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate 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:

: 944450-38-8
methyl 6-((4-methoxybenzyl)oxy)hex-2-ynoate

: 944450-18-4
C₂₇H₄₉IO₄Si

: 944450-22-0
methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

Guidance literature:: methyl 6-((4-methoxybenzyl)oxy)hex-2-ynoate; With tri-n-butyl-tin hydride; copper(l) cyanide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; at -78 - -25 ℃; for 0.25h;

C₂₇H₄₉IO₄Si; With copper(l) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 20 ℃; for 10h; Further stages.;
DOI:10.1021/jo070165r

Reference yield:

: 944450-14-0
2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol

: 944450-22-0
methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / sulfur trioxide-pyridine complex; ethyldiisopropylamine; DMSO / CH₂Cl₂ / 0.67 h / -30 - -15 °C

2.1: 78 percent / Zn(OTf)2; (+)-N-methylephedrine; triethylamine / toluene / 15 h / 20 °C

3.1: tributyltin hydride / dichlorobis[tri(o-tolyl)phosphine]palladium / tetrahydrofuran / 0 - 20 °C

3.2: iodine / diethyl ether / 0.25 h / 0 °C

4.1: tributyltin hydride; lithium diisopropylamide; copper cyanide / tetrahydrofuran; diethyl ether; methanol / 0.25 h / -78 - -25 °C

4.2: 1.56 g / copper(I) chloride / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 10 h / 20 °C

With tri-n-butyl-tin hydride; copper(l) cyanide; sulfur trioxide pyridine complex; zinc trifluoromethanesulfonate; (+)-N-methylephedrine; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; dichlorobis(tri-O-tolylphosphine)palladium; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 1.1: Parikh-Doering oxidation;
DOI:10.1021/jo070165r

Reference yield:

: 944450-15-1
2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetaldehyde

: 944450-22-0
methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / Zn(OTf)2; (+)-N-methylephedrine; triethylamine / toluene / 15 h / 20 °C

2.1: tributyltin hydride / dichlorobis[tri(o-tolyl)phosphine]palladium / tetrahydrofuran / 0 - 20 °C

2.2: iodine / diethyl ether / 0.25 h / 0 °C

3.1: tributyltin hydride; lithium diisopropylamide; copper cyanide / tetrahydrofuran; diethyl ether; methanol / 0.25 h / -78 - -25 °C

3.2: 1.56 g / copper(I) chloride / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 10 h / 20 °C

With tri-n-butyl-tin hydride; copper(l) cyanide; zinc trifluoromethanesulfonate; (+)-N-methylephedrine; triethylamine; lithium diisopropyl amide; dichlorobis(tri-O-tolylphosphine)palladium; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1021/jo070165r