(+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene

Base Information

Chemical Name:(+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene
CAS No.:939438-07-0
Molecular Formula:C₂₈H₄₉IO₄Si₂
Molecular Weight:632.77
Hs Code.:

Synonyms:(+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene

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Chemical Property of (+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene

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Technology Process of (+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene

There total 8 articles about (+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene 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: 88.0%

: 939438-16-1
2-(6-(3-((tert-butyldimethylsilyloxy)methyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 939438-07-0
(+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene

Guidance literature:: With 1H-imidazole; dmap; triethylamine; In dichloromethane; for 12h;
DOI:10.1021/ol070255i

Reference yield:

: 939438-03-6
(+/-)-3-[1-(1-ethynyl-5-hexenyl)oxy]-2-iodo-4-methoxybenzaldehyde

: 939438-07-0
(+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 62 percent / (PCy₃)2Ru(=CH-Ph)Cl₂ / CH₂Cl₂ / 12 h / Heating

2.1: NaBH₄ / methanol

3.1: 95 percent / DMAP; imidazole; Et₃N / CH₂Cl₂ / 12 h

4.1: 9-BBN / tetrahydrofuran / 15 h / 20 °C

4.2: 84 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 3 h / 20 °C

5.1: 88 percent / DMAP; imidazole; Et₃N / CH₂Cl₂ / 12 h

With 1H-imidazole; dmap; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol070255i

Reference yield:

: 764-59-0
hex-5-en-1-al

: 939438-07-0
(+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 45 percent / tetrahydrofuran / -60 - 20 °C

2.1: 56 percent / n-Bu₃P; DBAD / tetrahydrofuran / 15 h

3.1: 62 percent / (PCy₃)2Ru(=CH-Ph)Cl₂ / CH₂Cl₂ / 12 h / Heating

4.1: NaBH₄ / methanol

5.1: 95 percent / DMAP; imidazole; Et₃N / CH₂Cl₂ / 12 h

6.1: 9-BBN / tetrahydrofuran / 15 h / 20 °C

6.2: 84 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 3 h / 20 °C

7.1: 88 percent / DMAP; imidazole; Et₃N / CH₂Cl₂ / 12 h

With 1H-imidazole; dmap; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; tributylphosphine; dibenzyl azodicarboxylate; triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; methanol; dichloromethane; 2.1: Mitsunobu coupling;
DOI:10.1021/ol070255i