(S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol

Base Information

Chemical Name:(S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol
CAS No.:180153-88-2
Molecular Formula:C₂₅H₄₀O₄Si₂
Molecular Weight:460.761
Hs Code.:

Synonyms:(S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol

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Chemical Property of (S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol

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Technology Process of (S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol

There total 7 articles about (S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-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:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 180153-88-2
(S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: TsOH / 100 °C

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: 100 percent / NaH / tetrahydrofuran / 0 °C

4: 80 percent / LiAlH₄, AlCl₃ / diethyl ether / -50 °C

5: 1.) NaIO₄; 2.) BuLi / 1.) 60percent aq. THF; 2.) THF, - 78 deg C

6: Dess-Martin periodinane / CH₂Cl₂

7: ZnBr₂ / diethyl ether; CH₂Cl₂

With sodium periodate; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; zinc dibromide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0040-4039(96)01036-2

Reference yield:

: 130874-90-7
4,5-dimethyl (4R,5R)-2-(4-methoxyphenyl)-1,3-dioxolane-4,5-dicarboxylate

: 180153-88-2
(S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: LiAlH₄ / tetrahydrofuran / 0 °C

2: 100 percent / NaH / tetrahydrofuran / 0 °C

3: 80 percent / LiAlH₄, AlCl₃ / diethyl ether / -50 °C

4: 1.) NaIO₄; 2.) BuLi / 1.) 60percent aq. THF; 2.) THF, - 78 deg C

5: Dess-Martin periodinane / CH₂Cl₂

6: ZnBr₂ / diethyl ether; CH₂Cl₂

With sodium periodate; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; sodium hydride; Dess-Martin periodane; zinc dibromide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0040-4039(96)01036-2

Reference yield:

: 156768-68-2
(2S,3S)-2,3-O-(4-methoxybenzylidene)-1,2,3,4-butanetetraol

: 180153-88-2
(S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / NaH / tetrahydrofuran / 0 °C

2: 80 percent / LiAlH₄, AlCl₃ / diethyl ether / -50 °C

3: 1.) NaIO₄; 2.) BuLi / 1.) 60percent aq. THF; 2.) THF, - 78 deg C

4: Dess-Martin periodinane / CH₂Cl₂

5: ZnBr₂ / diethyl ether; CH₂Cl₂

With sodium periodate; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; sodium hydride; Dess-Martin periodane; zinc dibromide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0040-4039(96)01036-2