(4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide
CAS No.:872591-59-8
Molecular Formula:C₃₁H₅₁NO₄Si₂
Molecular Weight:557.921
Hs Code.:

Synonyms:(4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide

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Chemical Property of (4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide

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Technology Process of (4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide

There total 9 articles about (4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide 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:

: 872591-82-7
(E)-(4S,5R)-5-Hydroxy-6-(4-methoxy-benzyloxy)-4-methyl-hex-2-enoic acid methoxy-methyl-amide

: 872591-59-8
(4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / hydrogen / Pd(OH)2/C / ethanol / 48 h / 20 °C

2: imidazole / dimethylformamide / 24 h / 0 °C

3: imidazole / dimethylformamide / 24 h / 0 °C

With 1H-imidazole; hydrogen; palladium dihydroxide; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/ol052039k

Reference yield:

: 167687-18-5
(2E)-4-(4-methoxybenzyloxy)-2-methylbut-2-enoic acid ethyl ester

: 872591-59-8
(4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 9 steps

1: 92 percent / DIBAH / diethyl ether / 0.25 h / 20 °C

2: 84 percent / TBHP; (+)-DET; MS 4 Angstroem / Ti(O-iPr)4 / CH₂Cl₂ / 24 h / -25 °C

3: (COCl)2; DMSO; triethylamine / CH₂Cl₂ / 1 h / -78 °C

4: benzene / 1 h / 20 °C

5: 96 percent / n-Bu₃P; HCO₂H; triethylamine / Pd₂(dba)3*CHCl₃ / dioxane / 5 h / 20 °C

6: 88 percent / Me₂AlCl / CH₂Cl₂ / 2 h / 0 °C

7: 86 percent / hydrogen / Pd(OH)2/C / ethanol / 48 h / 20 °C

8: imidazole / dimethylformamide / 24 h / 0 °C

9: imidazole / dimethylformamide / 24 h / 0 °C

With 1H-imidazole; tert.-butylhydroperoxide; formic acid; oxalyl dichloride; diethyl (2R,3R)-tartrate; tributylphosphine; MS 4 Angstroem; hydrogen; dimethylaluminum chloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; titanium(IV) isopropylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium dihydroxide; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol052039k

Reference yield:

: 585526-26-7
(2R,3S)-3-(4-Methoxy-benzyloxymethyl)-2-methyl-oxirane-2-carbaldehyde

: 872591-59-8
(4S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1: benzene / 1 h / 20 °C

2: 96 percent / n-Bu₃P; HCO₂H; triethylamine / Pd₂(dba)3*CHCl₃ / dioxane / 5 h / 20 °C

3: 88 percent / Me₂AlCl / CH₂Cl₂ / 2 h / 0 °C

4: 86 percent / hydrogen / Pd(OH)2/C / ethanol / 48 h / 20 °C

5: imidazole / dimethylformamide / 24 h / 0 °C

6: imidazole / dimethylformamide / 24 h / 0 °C

With 1H-imidazole; formic acid; tributylphosphine; hydrogen; dimethylaluminum chloride; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium dihydroxide; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol052039k