(2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

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Chemical Name:(2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate
CAS No.:1375951-01-1
Molecular Formula:C₃₈H₅₈O₄Si
Molecular Weight:606.962
Hs Code.:

(2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Synonyms:(2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

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Chemical Property of (2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

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Technology Process of (2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

There total 22 articles about (2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-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: 87.0%

: (2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-5-((tert-butyldimethylsilyl)oxy)-3-methylpent-2-enoate

: 24850-33-7
allyltributylstanane

: 1375951-01-1
(2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; benzene; at 60 ℃; for 2.5h; Inert atmosphere;
DOI:10.1002/chem.201403176

Reference yield: 67.0%

: 1375950-87-0
(Z)-((2R,4S,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-yl) 5-(tert-butyldimethylsilyloxy)-3-iodopent-2-enoate

: 24850-33-7
allyltributylstanane

: 1375951-01-1
(2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; benzene; at 60 ℃; for 1.5h;
DOI:10.1002/anie.201108749

Reference yield:

: 1375950-98-3
tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

: 1375951-01-1
(2S,4S,6R)-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl-(E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / tetrahydrofuran; methanol / 3 h / 0 - 20 °C

2.1: zirconocene dichloride; tert-butyl alcohol / dichloromethane; toluene / 0 - 20 °C / Inert atmosphere

2.2: -20 - 20 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / tetrahydrofuran; methanol / 2 h / 20 °C

4.1: di-isopropyl azodicarboxylate; triphenylphosphine / benzene / 1.5 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; benzene / 1.5 h / 60 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; zirconocene dichloride; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; potassium carbonate; triphenylphosphine; tert-butyl alcohol; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 4.1: Mitsunobu reaction / 5.1: Stille cross-coupling;
DOI:10.1002/anie.201108749