1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

Base Information

Chemical Name:1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol
CAS No.:926653-18-1
Molecular Formula:C₃₅H₅₂O₇Si
Molecular Weight:612.879
Hs Code.:

1-benzyloxy-2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

Synonyms:1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

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Chemical Property of 1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

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Technology Process of 1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

There total 8 articles about 1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol 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%

: 926653-19-2
4-[1-(4-methoxy-benzyloxy)-pent-4-ynyl]-2,2-dimethyl-[1,3]dioxolane

: 326853-47-8
((R)-2-Benzyloxy-1-(R)-oxiranyl-ethoxy)-tert-butyl-dimethyl-silane

: 926653-18-1
1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

Guidance literature:: With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.tetlet.2006.11.080

Reference yield:

: 84379-53-3
2-O-benzyl-3,4-O-isopropylidene-L-threitol

: 926653-18-1
1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine; DMAP / CH₂Cl₂

2: H₂ / Pd(OH)2/C / ethyl acetate

3: TEA / CH₂Cl₂

4: K₂CO₃ / methanol; CH₂Cl₂

5: 77 percent / Mg; HgCl₂ / diethyl ether / -50 - -20 °C

6: 86 percent / NaH; n-Bu₄NI / tetrahydrofuran

7: 81 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

With pyridine; dmap; n-butyllithium; TEA; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; magnesium; mercury dichloride; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 7: Yamaguchi reaction;
DOI:10.1016/j.tetlet.2006.11.080

Reference yield:

: 94451-14-6
(2S,4'S)-2-Benzyloxy-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-ethyl acetate

: 926653-18-1
1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd(OH)2/C / ethyl acetate

2: TEA / CH₂Cl₂

3: K₂CO₃ / methanol; CH₂Cl₂

4: 77 percent / Mg; HgCl₂ / diethyl ether / -50 - -20 °C

5: 86 percent / NaH; n-Bu₄NI / tetrahydrofuran

6: 81 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

With n-butyllithium; TEA; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; magnesium; mercury dichloride; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 6: Yamaguchi reaction;
DOI:10.1016/j.tetlet.2006.11.080