(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octan-1-ol

Base Information

Chemical Name:(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octan-1-ol
CAS No.:312487-31-3
Molecular Formula:C₂₈H₄₄O₂Si
Molecular Weight:440.742
Hs Code.:

Synonyms:(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octan-1-ol

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

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

There total 8 articles about (4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octan-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: 97.0%

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

: 312487-31-3
(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; at 0 ℃; for 1h;
DOI:10.1016/S0040-4039(00)01282-X

Reference yield:

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

: 312487-31-3
(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octan-1-ol

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

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

: 312487-31-3
(4R,6S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-methyl-octan-1-ol

Guidance literature:: Multi-step reaction with 7 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

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; 1: Sharpless epoxidation / 2: Swern oxidation / 3: Wittig reaction / 4: Hydrogenolysis / 5: Substitution / 6: Catalytic hydrogenation / 7: Reduction;
DOI:10.1016/S0040-4039(00)01282-X