Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester

Base Information

Chemical Name:Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester
CAS No.:490021-14-2
Molecular Formula:C₃₆H₅₈O₆Si₂
Molecular Weight:643.024
Hs Code.:

Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester

Synonyms:Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester

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Chemical Property of Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester

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Technology Process of Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester

There total 23 articles about Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester 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: 89.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 490021-13-1
Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-non-2-en-8-ynyl ester

: 490021-14-2
Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol020193q

Reference yield:

: 126121-12-8
(E)-1-Trimethylsilanyl-hexa-1,5-dien-3-ol

: 490021-14-2
Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 46 percent / t-BuOOH; D-(-)-DIPT; Ti(i-PrO)4 / CH₂Cl₂ / 6 h / -20 °C

2.1: i-Pr₂NH; n-BuLi; Bu₃SnH / tetrahydrofuran; hexane / 2 h / 0 °C

2.2: 98 percent / I₂ / diethyl ether / 0.5 h / 0 °C

3.1: 100 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

4.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

4.2: MgBr₂ / tetrahydrofuran / 0.5 h / -78 °C

4.3: 91 percent / tetrahydrofuran / 1 h / -78 - -50 °C

5.1: 98 percent / HF / methanol; acetonitrile; H₂O / 0.08 h / 0 °C

6.1: 85 percent / diisopropylethylamine / CH₂Cl₂ / 3 h / 0 °C

7.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; hydrogen fluoride; tri-n-butyl-tin hydride; D-(-)-diisopropyl tartrate; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ol020193q

Reference yield:

: 143840-63-5
(S)-1-((2S,3S)-3-Trimethylsilanyl-oxiranyl)-but-3-en-1-ol

: 490021-14-2
Acrylic acid (E)-(1R,4R,5R,7R)-1-allyl-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4-methyl-4-triethylsilanyloxy-non-2-en-8-ynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 93 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 3 h / 20 °C

2.1: 94 percent / NaOH / tetrahydrofuran; H₂O / 2 h / 20 °C

3.1: LDA; Bu₃SnH / tetrahydrofuran; hexane / 4 h / 0 °C

3.2: 84 percent / I₂ / diethyl ether / 0.5 h / 0 °C

4.1: 100 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

5.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

5.2: MgBr₂ / tetrahydrofuran / 0.5 h / -78 °C

5.3: 91 percent / tetrahydrofuran / 1 h / -78 - -50 °C

6.1: 98 percent / HF / methanol; acetonitrile; H₂O / 0.08 h / 0 °C

7.1: 85 percent / diisopropylethylamine / CH₂Cl₂ / 3 h / 0 °C

8.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; hydrogen fluoride; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Mitsunobu reaction;
DOI:10.1021/ol020193q