1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-hexa-1,5-diyn-3-ol

Base Information

Chemical Name:1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-hexa-1,5-diyn-3-ol
CAS No.:155136-33-7
Molecular Formula:C₁₉H₂₉ClO₂Si
Molecular Weight:352.977
Hs Code.:

Synonyms:1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-hexa-1,5-diyn-3-ol

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Chemical Property of 1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-hexa-1,5-diyn-3-ol

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Technology Process of 1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-hexa-1,5-diyn-3-ol

There total 10 articles about 1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-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:

: 54584-38-2
methyl 1,4-dioxaspiro<4,5>dec-7-ene-8-carboxylate

: 155136-33-7
1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-hexa-1,5-diyn-3-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 77 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2: 97 percent / pyridine / 0 - 4 °C

3: 96 percent / 35percent aqueous TFA / CHCl₃ / 36 h

4: 88 percent / tetrahydrofuran / 3 h / -78 °C

5: 95 percent / TBAF*3H₂O / tetrahydrofuran / 2 h / 0 °C

6: 89 percent / CH₂Cl₂ / 2 h / 0 °C

7: DIBAL-H / CH₂Cl₂; hexane / 0.33 h / -78 °C

8: 79 percent / LiCl, MsCl, 2,6-lutidine / dimethylformamide / 2.5 h / 0 °C

9: 74 percent / n-BuLi / tetrahydrofuran; hexane / 3 h / -78 °C

10: 1.) Mg / 1.) ether, reflux, 2.) ether, -20 deg C, 30 min

With pyridine; 2,6-dimethylpyridine; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; magnesium; methanesulfonyl chloride; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80630-X

Reference yield:

: 72445-21-7
1,4-dioxaspiro-<4,5>dec-7-ene-8-methanol

: 155136-33-7
1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-hexa-1,5-diyn-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 97 percent / pyridine / 0 - 4 °C

2: 96 percent / 35percent aqueous TFA / CHCl₃ / 36 h

3: 88 percent / tetrahydrofuran / 3 h / -78 °C

4: 95 percent / TBAF*3H₂O / tetrahydrofuran / 2 h / 0 °C

5: 89 percent / CH₂Cl₂ / 2 h / 0 °C

6: DIBAL-H / CH₂Cl₂; hexane / 0.33 h / -78 °C

7: 79 percent / LiCl, MsCl, 2,6-lutidine / dimethylformamide / 2.5 h / 0 °C

8: 74 percent / n-BuLi / tetrahydrofuran; hexane / 3 h / -78 °C

9: 1.) Mg / 1.) ether, reflux, 2.) ether, -20 deg C, 30 min

With pyridine; 2,6-dimethylpyridine; n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; magnesium; methanesulfonyl chloride; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80630-X

Reference yield:

: 155136-12-2
4-benzoyloxymethylcyclohex-3-ene-1-one

: 155136-33-7
1-[1-(tert-Butyl-dimethyl-silanyloxy)-4-chloromethyl-cyclohex-3-enyl]-hexa-1,5-diyn-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / tetrahydrofuran / 3 h / -78 °C

2: 95 percent / TBAF*3H₂O / tetrahydrofuran / 2 h / 0 °C

3: 89 percent / CH₂Cl₂ / 2 h / 0 °C

4: DIBAL-H / CH₂Cl₂; hexane / 0.33 h / -78 °C

5: 79 percent / LiCl, MsCl, 2,6-lutidine / dimethylformamide / 2.5 h / 0 °C

6: 74 percent / n-BuLi / tetrahydrofuran; hexane / 3 h / -78 °C

7: 1.) Mg / 1.) ether, reflux, 2.) ether, -20 deg C, 30 min

With 2,6-dimethylpyridine; n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; magnesium; methanesulfonyl chloride; lithium chloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80630-X