methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate

Base Information

Chemical Name:methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate
CAS No.:1392104-40-3
Molecular Formula:C₃₅H₄₉N₃O₅Si
Molecular Weight:619.877
Hs Code.:

Synonyms:methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate

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Chemical Property of methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate

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Technology Process of methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate

There total 13 articles about methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate 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: 78.0%

: 1392104-15-2
8-ethynyl-2-(tert-butyldiphenylsilyloxymethyl)-1,7-dioxaspiro[5.5]undecane

: 110544-77-9
6-azidohexanoic acid methyl ester

: 1392104-40-3
methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate

Guidance literature:: With triethylphosphite copper(I) iodide complex; In toluene; Inert atmosphere; Reflux;
DOI:10.1039/c2ob06802h

Reference yield:

: 11(S)-(tert-butyldimethylsilyloxy)-12-(tert-butyldiphenylsilyloxy)-7-(1,3-dioxolan-2-yl)dodec-1-yn-⁽³⁾-ol

: 1392104-40-3
methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2.5 h / 20 - 40 °C

2: borane Ν,Ν-diethylaniline complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 2.5 h / 0 °C / Inert atmosphere

3: camphor-10-sulfonic acid / ethanol; water / 3 h / 20 °C

4: triethylphosphite copper(I) iodide complex / toluene / Inert atmosphere; Reflux

With borane Ν,Ν-diethylaniline complex; triethylphosphite copper(I) iodide complex; camphor-10-sulfonic acid; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; toluene;
DOI:10.1039/c2ob06802h

Reference yield:

: 1392104-14-1
(3S,11S)-11-(tert-butyldimethylsilyloxy)-12-(tert-butyldiphenylsilyloxy)-7-(1,3-dioxolan-2-yl)dodec-1-yn-3-yl acetate

: 1392104-40-3
methyl 6-(4-((2S,6S,8S)-8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)hexanoate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / methanol / 0.33 h / 20 °C

2: camphor-10-sulfonic acid / ethanol; water / 3 h / 20 °C

3: triethylphosphite copper(I) iodide complex / toluene / Inert atmosphere; Reflux

With triethylphosphite copper(I) iodide complex; camphor-10-sulfonic acid; potassium carbonate; In methanol; ethanol; water; toluene;
DOI:10.1039/c2ob06802h