(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic acid methyl ester

Base Information

Chemical Name:(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic acid methyl ester
CAS No.:312487-37-9
Molecular Formula:C₂₉H₄₄O₃Si
Molecular Weight:468.752
Hs Code.:

Synonyms:(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic acid methyl ester

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Chemical Property of (4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic acid methyl ester

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Technology Process of (4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic acid methyl ester

There total 7 articles about (4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic 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: 98.0%

: 312487-36-8
(E)-(4S,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-oct-2-enoic acid methyl ester

: 312487-37-9
(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 12h;
DOI:10.1016/S0040-4039(00)01282-X

Reference yield:

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

: 312487-37-9
(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 312487-37-9
(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 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

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