(2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol

Base Information

Chemical Name:(2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol
CAS No.:139016-77-6
Molecular Formula:C₂₉H₄₆O₅Si
Molecular Weight:502.767
Hs Code.:

Synonyms:(2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol

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Chemical Property of (2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol

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Technology Process of (2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol

There total 10 articles about (2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol 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: 73.0%

: 139016-73-2
(2S,3S,4R,5R,6S,7R,8R)-5-Benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,7-triol

: 139016-77-6
(2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1021/jo00032a004

Reference yield:

: 139016-69-6
(2R,3R,4S,5S,6R,7S,8S)-5-(tert-Butyl-dimethyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,7,9-tetraol

: 139016-77-6
(2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol

Guidance literature:: Multi-step reaction with 8 steps

1: CSA

2: n-Bu₄NF / tetrahydrofuran

3: 99 percent / NaH / tetrahydrofuran; dimethylformamide

4: 80 percent / aq. AcOH

5: TfOH / tetrahydrofuran / 2 h / -40 °C

6: 68 percent / imidazole / dimethylformamide

7: 85 percent / HCl / CHCl₃ / Ambient temperature

8: 73 percent / H₂ / 10percent Pd/C / ethanol

With 1H-imidazole; hydrogenchloride; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo00032a004

Reference yield:

: 139016-74-3
(2S,3R,4R)-2-((4R,5R)-2,2,5-Trimethyl-[1,3]dioxan-4-yl)-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol

: 139016-77-6
(2S,3S,4R,5R,6S,7R,8R)-9-(tert-Butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-nonane-1,3,5,7-tetraol

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / NaH / tetrahydrofuran; dimethylformamide

2: 80 percent / aq. AcOH

3: TfOH / tetrahydrofuran / 2 h / -40 °C

4: 68 percent / imidazole / dimethylformamide

5: 85 percent / HCl / CHCl₃ / Ambient temperature

6: 73 percent / H₂ / 10percent Pd/C / ethanol

With 1H-imidazole; hydrogenchloride; trifluorormethanesulfonic acid; hydrogen; sodium hydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo00032a004