1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene

Base Information

Chemical Name:1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene
CAS No.:249570-32-9
Molecular Formula:C₄₉H₅₈O₄Si₂
Molecular Weight:767.168
Hs Code.:

Synonyms:1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene

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Chemical Property of 1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene

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Technology Process of 1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene

There total 8 articles about 1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene 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: 67.0%

: 249570-31-8
(2S,4R)-2,4-Bis-(tert-butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-oct-6-ynal

: 249570-32-9
1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1055/s-1999-2842

Reference yield:

: 109905-51-3
(2S,4S)-1,2:4,5-dianhydro-3-deoxypentitol

: 249570-32-9
1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 7 steps

1: 53 percent / n-BuLi; BF₃*Et₂O / tetrahydrofuran / 1.5 h / -78 °C

2: NaOH / dioxane / 3 h / Heating

3: imidazole; DMAP / CH₂Cl₂; diethyl ether / 0 - 20 °C

4: 91 percent / mCPBA / CH₂Cl₂ / 7 h / 20 °C

5: 74 percent / NaOAc / 11 h / Heating

6: 68 percent / DIBAL-H / toluene / 1 h / -78 °C

7: 67 percent / tetrahydrofuran / 0.5 h / 0 °C

With 1H-imidazole; dmap; sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; sodium acetate; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; toluene; 1: Substitution / 2: Substitution / 3: Substitution / 4: Oxidation / 5: Rearrangement / 6: Reduction / 7: Methylenation;
DOI:10.1055/s-1999-2842

Reference yield:

: 4039-83-2
3-(4-methoxybenzyloxy)propyne

: 249570-32-9
1-[(5R,7S)-5,7-Bis-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 7 steps

1: 53 percent / n-BuLi; BF₃*Et₂O / tetrahydrofuran / 1.5 h / -78 °C

2: NaOH / dioxane / 3 h / Heating

3: imidazole; DMAP / CH₂Cl₂; diethyl ether / 0 - 20 °C

4: 91 percent / mCPBA / CH₂Cl₂ / 7 h / 20 °C

5: 74 percent / NaOAc / 11 h / Heating

6: 68 percent / DIBAL-H / toluene / 1 h / -78 °C

7: 67 percent / tetrahydrofuran / 0.5 h / 0 °C

With 1H-imidazole; dmap; sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; sodium acetate; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; toluene; 1: Substitution / 2: Substitution / 3: Substitution / 4: Oxidation / 5: Rearrangement / 6: Reduction / 7: Methylenation;
DOI:10.1055/s-1999-2842