(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane

Base Information

Chemical Name:(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane
CAS No.:952101-29-0
Molecular Formula:C₂₃H₄₀O₄Si
Molecular Weight:408.654
Hs Code.:

Synonyms:(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane

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Chemical Property of (1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane

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Technology Process of (1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane

There total 4 articles about (1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane 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: 100.0%

: 952101-26-7
(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-hydroxyethyl)cyclobutane

: 107-30-2
chloromethyl methyl ether

: 952101-29-0
(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 48h;
DOI:10.1021/jo070861r

Reference yield:

: (4R,5R)-4-benzyloxy-2-methoxy-3,3-dimethyl-5-vinyltetrahydrofuran

: 952101-29-0
(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 74 percent / BF₃*OEt₂; n-butyllithium / Cp₂ZrCl₂ / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / -78 °C

3.1: BH₃*THF / tetrahydrofuran / 4 h / 0 - 20 °C

3.2: 94 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 4 h / 0 - 20 °C

4.1: 100 percent / ethyldiisopropylamine; tetrabutylammonium iodide / CH₂Cl₂ / 48 h

With 2,6-dimethylpyridine; n-butyllithium; borane-THF; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; zirconocene dichloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo070861r

Reference yield:

: 895532-66-8
(1S,3S,4R)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutanol

: 952101-29-0
(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-methoxymethoxyethyl)cyclobutane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / -78 °C

2.1: BH₃*THF / tetrahydrofuran / 4 h / 0 - 20 °C

2.2: 94 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 4 h / 0 - 20 °C

3.1: 100 percent / ethyldiisopropylamine; tetrabutylammonium iodide / CH₂Cl₂ / 48 h

With 2,6-dimethylpyridine; borane-THF; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo070861r