3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol

Base Information

Chemical Name:3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol
CAS No.:934473-31-1
Molecular Formula:C₂₈H₄₈O₄Si
Molecular Weight:476.772
Hs Code.:

3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol

Synonyms:3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol

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Chemical Property of 3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol

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Technology Process of 3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol

There total 21 articles about 3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-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: 79.0%

: 934473-37-7
tert-butyl-{4-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-1-[2-(4-methoxy-benzyloxy)-ethyl]-but-2-enyloxy}-dimethyl-silane

: 934473-31-1
3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃;
DOI:10.1016/j.tetlet.2007.01.056

Reference yield:

: 86088-39-3
2-(5-phenylbutyl)oxirane

: 934473-31-1
3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 42 percent / (R,R)-(salen)Co(III)(OAc) / H₂O

2: 71 percent / CuI / tetrahydrofuran / 20 °C

3: 92 percent / imidazole / CH₂Cl₂ / 20 °C

4: 96 percent / m-CPBA / CH₂Cl₂ / 20 °C

5: 41 percent / (S,S)-(salen)Co(III)(OAc) / H₂O

6: 72 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

7: 87 percent / TBAF / tetrahydrofuran / 20 °C

8: 95 percent / PTSA / CH₂Cl₂ / 20 °C

9: 85 percent / LAH / tetrahydrofuran / 20 °C

10: 98 percent / imidazole / CH₂Cl₂ / 20 °C

11: 79 percent / DDQ / CH₂Cl₂; H₂O / 20 °C

With 1H-imidazole; copper(l) iodide; lithium aluminium tetrahydride; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; n-butyllithium; (R,R)-(salen)Co(III)(OAc); boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; 1: Jacobsen hydrolytic kinetic resolution / 5: Jacobsen hydrolytic kinetic resolution;
DOI:10.1016/j.tetlet.2007.01.056

Reference yield:

: 10521-91-2
5-phenylpentan-1-ol

: 934473-31-1
3-(tert-butyl-dimethyl-silanyloxy)-6-[2,2-dimethyl-6-(4-phenyl-butyl)-[1,3]dioxan-4-yl]-hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 92 percent / (COCl)2; DMSO; Et₃N / -78 °C

2: 55 percent / n-BuLi / tetrahydrofuran / 0 °C

3: 95 percent / m-CPBA / CH₂Cl₂ / 20 °C

4: 42 percent / (R,R)-(salen)Co(III)(OAc) / H₂O

5: 71 percent / CuI / tetrahydrofuran / 20 °C

6: 92 percent / imidazole / CH₂Cl₂ / 20 °C

7: 96 percent / m-CPBA / CH₂Cl₂ / 20 °C

8: 41 percent / (S,S)-(salen)Co(III)(OAc) / H₂O

9: 72 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

10: 87 percent / TBAF / tetrahydrofuran / 20 °C

11: 95 percent / PTSA / CH₂Cl₂ / 20 °C

12: 85 percent / LAH / tetrahydrofuran / 20 °C

13: 98 percent / imidazole / CH₂Cl₂ / 20 °C

14: 79 percent / DDQ / CH₂Cl₂; H₂O / 20 °C

With 1H-imidazole; copper(l) iodide; lithium aluminium tetrahydride; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; n-butyllithium; oxalyl dichloride; (R,R)-(salen)Co(III)(OAc); boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; 2: Wittig olefination / 4: Jacobsen hydrolytic kinetic resolution / 8: Jacobsen hydrolytic kinetic resolution;
DOI:10.1016/j.tetlet.2007.01.056