((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane
CAS No.:197517-85-4
Molecular Formula:C₂₄H₄₁IO₃Si
Molecular Weight:532.578
Hs Code.:

Synonyms:((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane

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Technology Process of ((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane

There total 13 articles about ((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane 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: 83.0%

: 197517-83-2
((E)-(1R,6S,7R)-8-Benzyloxy-6-tert-butoxy-1-ethyl-7-methyl-oct-2-enyloxy)-tert-butyl-dimethyl-silane

: 197517-85-4
((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With iodine; sodium hydrogencarbonate; In acetonitrile; at 5 ℃;
DOI:10.1055/s-1997-1547

Reference yield:

: 197517-45-6
(2R,3R)-4-benzyloxy-1,2-epoxy-3-methylbutane

: 197517-85-4
((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / CuI / diethyl ether

2: Amberlyst H-15 / hexane

3: 86 percent / OsO₄, NaIO₄ / dioxane; H₂O

4: 96 percent / LiAlH₄ / diethyl ether / -80 °C

5: 98 percent / pyridine

6: 64 percent / NaI, NaHCO₃ / acetone

7: 86 percent / dimethylformamide / 20 °C

8: 1.) n-BuLi; 2.) BzCl; 3.) Na-Hg / 1.) THF, -80 deg C; 2.) -80 deg C to 0 deg C; 3.) THF, MeOH

9: 83 percent / I₂, NaHCO₃ / acetonitrile / 5 °C

With pyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; sodium amalgam; Amberlyst H-15; iodine; sodium hydrogencarbonate; benzoyl chloride; sodium iodide; copper(l) iodide; In 1,4-dioxane; diethyl ether; hexane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1055/s-1997-1547

Reference yield:

: 155489-00-2
(2R,3R)-4-benzyloxy-3-methylbutan-1,2-diol

: 197517-85-4
((R)-1-{(R)-[(2R,5S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-iodo-methyl}-propoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) 30percent HBr/AcOH; 2.) KOH / 1.) Et₂O; 2.) MeOH, THF

2: 99 percent / CuI / diethyl ether

3: Amberlyst H-15 / hexane

4: 86 percent / OsO₄, NaIO₄ / dioxane; H₂O

5: 96 percent / LiAlH₄ / diethyl ether / -80 °C

6: 98 percent / pyridine

7: 64 percent / NaI, NaHCO₃ / acetone

8: 86 percent / dimethylformamide / 20 °C

9: 1.) n-BuLi; 2.) BzCl; 3.) Na-Hg / 1.) THF, -80 deg C; 2.) -80 deg C to 0 deg C; 3.) THF, MeOH

10: 83 percent / I₂, NaHCO₃ / acetonitrile / 5 °C

With pyridine; potassium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; sodium amalgam; Amberlyst H-15; hydrogen bromide; iodine; sodium hydrogencarbonate; benzoyl chloride; acetic acid; sodium iodide; copper(l) iodide; In 1,4-dioxane; diethyl ether; hexane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1055/s-1997-1547