1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-4-methoxy-benzene

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Chemical Name:1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-4-methoxy-benzene
CAS No.:410080-93-2
Molecular Formula:C₂₈H₅₂O₅Si₂
Molecular Weight:524.889
Hs Code.:

Synonyms:1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-4-methoxy-benzene

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Chemical Property of 1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-4-methoxy-benzene

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Technology Process of 1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-4-methoxy-benzene

There total 5 articles about 1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-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:

: 824-94-2
p-methoxybenzyl chloride

: 410080-92-1
(3S,4S)-2,2-dimethyl-1-(tert-butyldimethylsilyl)oxy-4-(2-(trimethylsilyl)ethoxy)methoxy-5-hexen-3-ol

: 410080-93-2
1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - 0 ℃; for 1.33333h;
DOI:10.1139/v01-133

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 410080-93-2
1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 63 percent / imidazole / dimethylformamide / 16 h / 20 °C

2.1: 86 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - -10 °C

3.1: sec-BuLi; (+)-B-methoxydiisopinocampheylborane / hexane; tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

3.2: BF₃*OEt₂ / hexane; tetrahydrofuran; diethyl ether / -78 - -40 °C

3.3: 60 percent / HOCH₂CH₂NH₂; NaH / hexane; tetrahydrofuran; diethyl ether / 13 h / -40 - 20 °C

4.1: KN(SiMe₃)2 / tetrahydrofuran / 1.33 h / -78 - 0 °C

With (+)-Ipc₂BOMe; 1H-imidazole; oxalyl dichloride; sec.-butyllithium; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; 2.1: Swern oxidation;
DOI:10.1139/v01-133

Reference yield:

: 144681-67-4
3-(tert-butyldimethylsilanyloxy)-2,2-dimethylpropionaldehyde

: 410080-93-2
1-[(1S,2S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-(2-trimethylsilanyl-ethoxymethoxy)-but-3-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 2 steps

1.1: sec-BuLi; (+)-B-methoxydiisopinocampheylborane / hexane; tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

1.2: BF₃*OEt₂ / hexane; tetrahydrofuran; diethyl ether / -78 - -40 °C

1.3: 60 percent / HOCH₂CH₂NH₂; NaH / hexane; tetrahydrofuran; diethyl ether / 13 h / -40 - 20 °C

2.1: KN(SiMe₃)2 / tetrahydrofuran / 1.33 h / -78 - 0 °C

With (+)-Ipc₂BOMe; sec.-butyllithium; potassium hexamethylsilazane; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1139/v01-133