2H-Pyran-4-ol, 2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-6-[(1E)-2-iodo- 1-methylethenyl]-3,5-dimethyl-, (2R,3R,4S,5R,6R)-

Base Information

Chemical Name:2H-Pyran-4-ol, 2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-6-[(1E)-2-iodo- 1-methylethenyl]-3,5-dimethyl-, (2R,3R,4S,5R,6R)-
CAS No.:867033-63-4
Molecular Formula:C28H39IO3Si
Molecular Weight:578.606
Hs Code.:

Synonyms:

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Chemical Property of 2H-Pyran-4-ol, 2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-6-[(1E)-2-iodo- 1-methylethenyl]-3,5-dimethyl-, (2R,3R,4S,5R,6R)-

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MSDS Files:: SDS file from LookChem

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Technology Process of 2H-Pyran-4-ol, 2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-6-[(1E)-2-iodo- 1-methylethenyl]-3,5-dimethyl-, (2R,3R,4S,5R,6R)-

There total 5 articles about 2H-Pyran-4-ol, 2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-6-[(1E)-2-iodo- 1-methylethenyl]-3,5-dimethyl-, (2R,3R,4S,5R,6R)- 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: 81.0%

: 867033-62-3
(2R,3S,5S,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-((E)-2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-4-one

: 867033-63-4
(2R,3R,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-((E)-2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-4-ol

: (2R,3R,4R,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-((E)-2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at -10 ℃; for 0.5h;
DOI:10.1021/ol051584i

Reference yield:

: 867033-61-2
tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane

: 867033-63-4
(2R,3R,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-((E)-2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / Me₂AlCl / CH₂Cl₂; hexane / -78 - 0 °C

2.1: LiHMDS / tetrahydrofuran / -78 - -20 °C

2.2: 68 percent / HMPA / tetrahydrofuran / 2 h / -20 °C

3.1: 81 percent / NaBH₄ / ethanol / 0.5 h / -10 °C

With sodium tetrahydroborate; dimethylaluminum chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; hexane; dichloromethane; 1.1: Petasis-Ferrier rearrangement;
DOI:10.1021/ol051584i

Reference yield:

: 867033-54-3
(2R,3S,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-((E)-2-iodo-1-methyl-vinyl)-3-methyl-tetrahydro-pyran-4-one

: 867033-63-4
(2R,3R,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-((E)-2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiHMDS / tetrahydrofuran / -78 - -20 °C

1.2: 68 percent / HMPA / tetrahydrofuran / 2 h / -20 °C

2.1: 81 percent / NaBH₄ / ethanol / 0.5 h / -10 °C

With sodium tetrahydroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;
DOI:10.1021/ol051584i