9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol

Base Information

Chemical Name:9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol
CAS No.:934473-35-5
Molecular Formula:C₃₃H₅₀O₅Si
Molecular Weight:554.842
Hs Code.:

9-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol

Synonyms:9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol

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Chemical Property of 9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol

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Technology Process of 9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol

There total 16 articles about 9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol 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: 72.0%

: 934473-27-5
tert-butyl-dimethyl-(1-oxiranylmethyl-5-phenyl-pentyloxy)-silane

: 444809-61-4
(3R)-5-[(4-methoxyphenyl)methoxy]pent-1-yn-3-ol

: 934473-35-5
9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol

Guidance literature:: With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.tetlet.2007.01.056

Reference yield:

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

: 934473-35-5
9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol

Guidance literature:: Multi-step reaction with 6 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

With 1H-imidazole; copper(l) iodide; (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; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; 1: Jacobsen hydrolytic kinetic resolution / 5: Jacobsen hydrolytic kinetic resolution;
DOI:10.1016/j.tetlet.2007.01.056

Reference yield:

: 1588-44-9
6-phenyl-1-hexene

: 934473-35-5
9-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-13-phenyl-tridec-4-yne-3,7-diol

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / m-CPBA / CH₂Cl₂ / 20 °C

2: 42 percent / (R,R)-(salen)Co(III)(OAc) / H₂O

3: 71 percent / CuI / tetrahydrofuran / 20 °C

4: 92 percent / imidazole / CH₂Cl₂ / 20 °C

5: 96 percent / m-CPBA / CH₂Cl₂ / 20 °C

6: 41 percent / (S,S)-(salen)Co(III)(OAc) / H₂O

7: 72 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

With 1H-imidazole; copper(l) iodide; (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; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; 2: Jacobsen hydrolytic kinetic resolution / 6: Jacobsen hydrolytic kinetic resolution;
DOI:10.1016/j.tetlet.2007.01.056