tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

Base Information

Chemical Name:tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane
CAS No.:862736-25-2
Molecular Formula:C₂₅H₃₅IO₂Si
Molecular Weight:522.542
Hs Code.:

Synonyms:tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

There total 7 articles about tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane 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: 91.0%

: 862735-90-8
{(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol

: 862736-25-2
tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

Guidance literature:: With 2,6-dimethylpyridine; methyltriphenoxyphosphonium iodide; In N,N-dimethyl-formamide; for 1h;
DOI:10.1021/ol050982i

Reference yield:

: 862736-01-4
(Z)-(2S,3S)-3-(dimethyl-phenyl-silanyl)-2-hydroxy-hex-4-enoic acid methyl ester

: 862736-25-2
tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2: 66 percent / triflic acid; TMSOTf / CH₂Cl₂ / 24 h / -50 °C

3: 93 percent / H₂ / PtO₂ / methanol / 12 h / 20 °C

4: 88 percent / imidazole; DMAP / dimethylformamide / 0 - 20 °C

5: 90 percent / LiBH₄ / diethyl ether / 2 h / 20 °C

6: 91 percent / 2,6-lutidine; methyltriphenoxyphosphonium iodide / dimethylformamide / 1 h

With 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium borohydride; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; methyltriphenoxyphosphonium iodide; hydrogen; platinum(IV) oxide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol050982i

Reference yield:

: (2R,5S)-6-(2-benzyloxy-ethyl)-5-methyl-5,6-dihydro-2H-pyran-2-carboxylic acid methyl ester

: 862736-25-2
tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / H₂ / PtO₂ / methanol / 12 h / 20 °C

2: 88 percent / imidazole; DMAP / dimethylformamide / 0 - 20 °C

3: 90 percent / LiBH₄ / diethyl ether / 2 h / 20 °C

4: 91 percent / 2,6-lutidine; methyltriphenoxyphosphonium iodide / dimethylformamide / 1 h

With 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium borohydride; methyltriphenoxyphosphonium iodide; hydrogen; platinum(IV) oxide; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ol050982i