[(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane

Base Information

Chemical Name:[(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane
CAS No.:882039-15-8
Molecular Formula:C₂₃H₃₇IO₂Si
Molecular Weight:500.536
Hs Code.:

Synonyms:[(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane

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Chemical Property of [(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane

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Technology Process of [(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane

There total 7 articles about [(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane 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: 80.0%

: 882039-14-7
(3R,5S,6R,7S)-3,5,7-trimethyl-6-({[4-(methyloxy)phenyl]methyl}oxy)-9-(trimethylsilyl)non-8-yn-1-ol

: 882039-15-8
[(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol052917e

Reference yield:

: (3S,5S,7R)-8-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3,5,7-trimethyl-1-(trimethylsilyl)oct-1-yn-4-ol

: 882039-15-8
[(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / CF₃SO₃H / diethyl ether / 7 h / cooling

2.1: camphorsulfonic acid / methanol / 2 h / 20 °C

3.1: PhI(OAc)2; TEMPO / CH₂Cl₂ / 1.5 h / 25 °C

4.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

4.2: tetrahydrofuran / 2.5 h / -78 - 20 °C

5.1: hydrochloric acid / acetonitrile; H₂O / 2 h / 20 °C

5.2: 500 mg / NaBH₄ / acetonitrile; H₂O / 3 h / 20 °C

6.1: 80 percent / I₂; triphenylphosphine; imidazole / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; trifluorormethanesulfonic acid; [bis(acetoxy)iodo]benzene; camphor-10-sulfonic acid; iodine; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; 4.2: Wittig reaction;
DOI:10.1021/ol052917e

Reference yield:

: 882039-22-7
(2R,4S,5R,6S)-2,4,6-trimethyl-5-({[4-(methyloxy)phenyl]methyl}oxy)-8-(trimethylsilyl)oct-7-ynal

: 882039-15-8
[(3S,4R,5S,7R)-9-iodo-3,5,7-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)non-1-yn-1-yl](trimethyl)silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: tetrahydrofuran / 2.5 h / -78 - 20 °C

2.1: hydrochloric acid / acetonitrile; H₂O / 2 h / 20 °C

2.2: 500 mg / NaBH₄ / acetonitrile; H₂O / 3 h / 20 °C

3.1: 80 percent / I₂; triphenylphosphine; imidazole / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; iodine; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; acetonitrile; 1.2: Wittig reaction;
DOI:10.1021/ol052917e