(E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl ester
CAS No.:312487-32-4
Molecular Formula:C₃₂H₄₈O₃Si
Molecular Weight:508.817
Hs Code.:

Synonyms:(E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl ester

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Chemical Property of (E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl ester

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Technology Process of (E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl ester

There total 10 articles about (E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl 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:

: (2S,3R)-3-Ethyl-2-((S)-2-methyl-butyl)-oxirane-2-carbaldehyde

: 312487-32-4
(E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: KHMDS; 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

2: 73 percent / HCO₂H; Et₃N / Pd₂(dba)3*CHCl₃*Ph₃P / dimethylformamide / 3 h / 20 °C

3: 83 percent / imidazole / CH₂Cl₂ / 48 h / 20 °C

4: 98 percent / H₂ / Pd-C / ethyl acetate / 12 h / 20 °C

5: 97 percent / DIBAL / diethyl ether / 1 h / 0 °C

6: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / 20 °C

7: benzene / 4 h / Heating

With 1H-imidazole; formic acid; oxalyl dichloride; 18-crown-6 ether; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium on activated charcoal; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Wittig reaction / 2: Hydrogenolysis / 3: Substitution / 4: Catalytic hydrogenation / 5: Reduction / 6: Swern oxidation / 7: Wittig reaction;
DOI:10.1016/S0040-4039(00)01282-X

Reference yield:

: 312487-26-6
(S)-4-Methyl-2-prop-(E)-ylidene-hexanoic acid methyl ester

: 312487-32-4
(E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 80 percent / DIBAL / diethyl ether / 1 h / 0 °C

2: 75 percent / TBHP; (D)-(-)-DET; 4 Angstroem molecular sieves / Ti(O-i-Pr)4 / CH₂Cl₂ / 1.5 h / -23 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / 20 °C

4: KHMDS; 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

5: 73 percent / HCO₂H; Et₃N / Pd₂(dba)3*CHCl₃*Ph₃P / dimethylformamide / 3 h / 20 °C

6: 83 percent / imidazole / CH₂Cl₂ / 48 h / 20 °C

7: 98 percent / H₂ / Pd-C / ethyl acetate / 12 h / 20 °C

8: 97 percent / DIBAL / diethyl ether / 1 h / 0 °C

9: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / 20 °C

10: benzene / 4 h / Heating

With 1H-imidazole; tert.-butylhydroperoxide; formic acid; oxalyl dichloride; 18-crown-6 ether; 4 A molecular sieve; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; titanium(IV) isopropylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium on activated charcoal; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Reduction / 2: Sharpless epoxidation / 3: Swern oxidation / 4: Wittig reaction / 5: Hydrogenolysis / 6: Substitution / 7: Catalytic hydrogenation / 8: Reduction / 9: Swern oxidation / 10: Wittig reaction;
DOI:10.1016/S0040-4039(00)01282-X

Reference yield:

: 312487-27-7
(S)-4-Methyl-2-prop-(E)-ylidene-hexan-1-ol

: 312487-32-4
(E)-(6R,8S)-6-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,8-dimethyl-dec-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 75 percent / TBHP; (D)-(-)-DET; 4 Angstroem molecular sieves / Ti(O-i-Pr)4 / CH₂Cl₂ / 1.5 h / -23 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: KHMDS; 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

4: 73 percent / HCO₂H; Et₃N / Pd₂(dba)3*CHCl₃*Ph₃P / dimethylformamide / 3 h / 20 °C

5: 83 percent / imidazole / CH₂Cl₂ / 48 h / 20 °C

6: 98 percent / H₂ / Pd-C / ethyl acetate / 12 h / 20 °C

7: 97 percent / DIBAL / diethyl ether / 1 h / 0 °C

8: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / 20 °C

9: benzene / 4 h / Heating

With 1H-imidazole; tert.-butylhydroperoxide; formic acid; oxalyl dichloride; 18-crown-6 ether; 4 A molecular sieve; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; titanium(IV) isopropylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium on activated charcoal; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Sharpless epoxidation / 2: Swern oxidation / 3: Wittig reaction / 4: Hydrogenolysis / 5: Substitution / 6: Catalytic hydrogenation / 7: Reduction / 8: Swern oxidation / 9: Wittig reaction;
DOI:10.1016/S0040-4039(00)01282-X