(1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol

Base Information

Chemical Name:(1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol
CAS No.:1612868-93-5
Molecular Formula:C₄₂H₅₂O₃
Molecular Weight:604.873
Hs Code.:

Synonyms:(1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol

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Chemical Property of (1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol

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Technology Process of (1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol

There total 7 articles about (1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol 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: 38.0%

: C₃₃H₄₂N₂O₄

: 1612868-75-3
5-methyl-2-(2-methylpent-3-yn-2-yl)-2-(trimethylsilyloxy)hex-4-enal

: 1612868-92-4
(1R,2R)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol

: 1612868-93-5
(1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol

Guidance literature:: C₃₃H₄₂N₂O₄; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 20 ℃;

5-methyl-2-(2-methylpent-3-yn-2-yl)-2-(trimethylsilyloxy)hex-4-enal; In tetrahydrofuran; pentane; at -78 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃;
DOI:10.1021/ol501304j

Reference yield:

: 1612868-72-0
N-methoxy-N,2,2-trimethylpent-3-ynamide

: 1612868-93-5
(1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.25 h

1.2: 1 h / 20 °C

2.1: zinc(II) iodide / dichloromethane / 2 h / Reflux

3.1: diisobutylaluminium hydride / hexane / 0.5 h / -78 - 0 °C

4.1: tert.-butyl lithium / tetrahydrofuran; pentane / -78 - 20 °C

4.2: 5 h / -78 °C

4.3: 20 °C

With tert.-butyl lithium; diisobutylaluminium hydride; magnesium; ethylene dibromide; zinc(II) iodide; In tetrahydrofuran; hexane; dichloromethane; pentane; 4.1: |Shapiro Olefination / 4.3: |Shapiro Olefination;
DOI:10.1021/ol501304j

Reference yield:

: 1612868-73-1
2,6,6-trimethylnon-2-en-7-yn-5-one

: 1612868-93-5
(1S,2S)-5-methyl-1-((S)-6-methyl-6-(3-(trityloxy)propyl)cyclohex-1-enyl)-2-(2-methylpent-3-yn-2-yl)hex-4-ene-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc(II) iodide / dichloromethane / 2 h / Reflux

2.1: diisobutylaluminium hydride / hexane / 0.5 h / -78 - 0 °C

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / -78 - 20 °C

3.2: 5 h / -78 °C

3.3: 20 °C

With tert.-butyl lithium; diisobutylaluminium hydride; zinc(II) iodide; In tetrahydrofuran; hexane; dichloromethane; pentane; 3.1: |Shapiro Olefination / 3.3: |Shapiro Olefination;
DOI:10.1021/ol501304j