2,3-Heptanediol, 7-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[3-(methoxymethoxy)-4-methyl phenyl]-2-methyl-, (3R,5S)-

Base Information

Chemical Name:2,3-Heptanediol, 7-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[3-(methoxymethoxy)-4-methyl phenyl]-2-methyl-, (3R,5S)-
CAS No.:656240-45-8
Molecular Formula:C33H46O5Si
Molecular Weight:550.811
Hs Code.:

Synonyms:

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Chemical Property of 2,3-Heptanediol, 7-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[3-(methoxymethoxy)-4-methyl phenyl]-2-methyl-, (3R,5S)-

Chemical Property:

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Technology Process of 2,3-Heptanediol, 7-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[3-(methoxymethoxy)-4-methyl phenyl]-2-methyl-, (3R,5S)-

There total 11 articles about 2,3-Heptanediol, 7-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-[3-(methoxymethoxy)-4-methyl phenyl]-2-methyl-, (3R,5S)- 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: 79.0%

: 656240-44-7
tert-butyl-[3-(3-methoxymethoxy-4-methyl-phenyl)-6-methyl-hept-5-enyloxy]-diphenyl-silane

: (3S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-(3-methoxymethoxy-4-methyl-phenyl)-2-methyl-heptane-2,3-diol

: 656240-45-8
(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-(3-methoxymethoxy-4-methyl-phenyl)-2-methyl-heptane-2,3-diol

Guidance literature:: With methanesulfonamide; AD-mix-β; In tert-butyl alcohol; at 0 ℃; for 45h;
DOI:10.1055/s-2003-42097

Reference yield:

: 656240-50-5
4-iodo-2-methoxymethoxy-1-methyl-benzene

: 656240-45-8
(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-(3-methoxymethoxy-4-methyl-phenyl)-2-methyl-heptane-2,3-diol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 97 percent / Et₃N; CuI / (PPh₃)2PdCl₂ / benzene / 1 h / 25 °C

2.1: 91 percent / LiAlH₄ / tetrahydrofuran / 1 h / 25 °C

3.1: 100 percent / Hg(OCOCF₃)2 / 19 h / Heating

4.1: 87 percent / i-Bu₃Al / CH₂Cl₂ / 0.5 h / 25 °C

5.1: BH₃*SMe₂ / tetrahydrofuran / 25 °C

5.2: 91 percent / aq. NaOH; H₂O₂ / 2 h / 25 °C

6.1: 53 percent / lipase AK / benzene / 17 h / 25 °C

7.1: 100 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.33 h / 25 °C

8.1: 100 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / 25 °C

9.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 25 °C

10.1: 76 percent / t-BuOK / tetrahydrofuran / 1 h / 25 °C

11.1: 79 percent / AD-mix-β; aq. MeSO2NH2 / 2-methyl-propan-2-ol / 45 h / 0 °C

With 1H-imidazole; dmap; copper(l) iodide; lithium aluminium tetrahydride; lipase AK; methanesulfonamide; dimethylsulfide borane complex; AD-mix-β; potassium tert-butylate; triisobutylaluminum; mercury(II) trifluoroacetate; Dess-Martin periodane; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; benzene; 1.1: Sonogashira coupling / 4.1: Claisen rearrangement / 10.1: Wittig olefination;
DOI:10.1055/s-2003-42097

Reference yield:

: (E)-3-(3-Methoxymethoxy-4-methyl-phenyl)-prop-2-en-1-ol

: 656240-45-8
(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-(3-methoxymethoxy-4-methyl-phenyl)-2-methyl-heptane-2,3-diol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / Hg(OCOCF₃)2 / 19 h / Heating

2.1: 87 percent / i-Bu₃Al / CH₂Cl₂ / 0.5 h / 25 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 25 °C

3.2: 91 percent / aq. NaOH; H₂O₂ / 2 h / 25 °C

4.1: 53 percent / lipase AK / benzene / 17 h / 25 °C

5.1: 100 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.33 h / 25 °C

6.1: 100 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / 25 °C

7.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 25 °C

8.1: 76 percent / t-BuOK / tetrahydrofuran / 1 h / 25 °C

9.1: 79 percent / AD-mix-β; aq. MeSO2NH2 / 2-methyl-propan-2-ol / 45 h / 0 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; lipase AK; methanesulfonamide; dimethylsulfide borane complex; AD-mix-β; potassium tert-butylate; triisobutylaluminum; mercury(II) trifluoroacetate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; benzene; 2.1: Claisen rearrangement / 8.1: Wittig olefination;
DOI:10.1055/s-2003-42097