(+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane

Base Information

Chemical Name:(+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane
CAS No.:1388748-92-2
Molecular Formula:C₂₂H₃₆O₃Si
Molecular Weight:376.612
Hs Code.:

Synonyms:(+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane

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Chemical Property of (+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane

Chemical Property:

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Technology Process of (+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane

There total 6 articles about (+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane 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%

: 1388748-90-0
(+/-)-1-[1-(t-butyldimethylsilanyloxymethyl)cyclopropyl]but-3-en-2-ol

: 824-94-2
p-methoxybenzyl chloride

: 1388748-92-2
(+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1080/15257770.2012.695839

Reference yield:

: 737790-46-4
(1-(((tert-butyldimethylsilyl)oxy)methyl)cyclopropyl)methanol

: 1388748-92-2
(+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

1.2: -78 - 0 °C / Inert atmosphere

2.1: n-butyllithium; triphenylphosphine / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

3.1: borane-THF / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

3.2: 2 h / 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

4.2: -78 - 0 °C / Inert atmosphere

5.1: tetrahydrofuran / -30 - 0 °C / Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

With n-butyllithium; borane-THF; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Wittig reaction / 4.1: Swern oxidation / 4.2: Swern oxidation;
DOI:10.1080/15257770.2012.695839

Reference yield:

: 944794-73-4
1-(((tert-butyldimethylsilyl)oxy)methyl)cyclopropanecarbaldehyde

: 1388748-92-2
(+/-)-t-butyl({1-[2-(4-methoxybenzyloxy)but-3-enyl]cyclopropyl}methoxy)dimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium; triphenylphosphine / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

2.1: borane-THF / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

2.2: 2 h / 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

3.2: -78 - 0 °C / Inert atmosphere

4.1: tetrahydrofuran / -30 - 0 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

With n-butyllithium; borane-THF; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil; 1.1: Wittig reaction / 3.1: Swern oxidation / 3.2: Swern oxidation;
DOI:10.1080/15257770.2012.695839