(3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol

Base Information

Chemical Name:(3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol
CAS No.:105545-09-3
Molecular Formula:C₄₉H₉₀O₈Si₃
Molecular Weight:891.505
Hs Code.:

(3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol

Synonyms:(3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol

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Chemical Property of (3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol

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Technology Process of (3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol

There total 20 articles about (3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol 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: 82.0%

: 105545-08-2
(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-2,4,6,8,10,12-Hexamethyl-6,12-bis-triethylsilanyloxy-pentadecane-1,3,5,9,11,13-hexaol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 105545-09-3
(3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 3h;
DOI:10.1016/S0040-4039(00)84383-X DOI:10.1246/bcsj.62.2618

Reference yield:

: 105545-07-1
1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol

: 105545-09-3
(3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / H₂ / palladium black / ethanol / 0.5 h / 20 °C

2: 82 percent / imidazole / dimethylformamide / 3 h / 25 °C

With 1H-imidazole; hydrogen; palladium; In ethanol; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.62.2618

Reference yield:

: 105544-93-2
5-O-benzyl-1,6,7-trideoxy-3,4-O-isopropylidene-4-C-methyl-keto-D-arabino-2-heptulose

: 105545-09-3
(3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-15-(tert-Butyl-diphenyl-silanyloxy)-4,6,8,10,12,14-hexamethyl-4,10-bis-triethylsilanyloxy-pentadecane-3,5,7,11,13-pentaol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NH₂NH₂xH₂O, Et₃N, 2.) I₂, 1,1,3,3-tetramethylquanidine / 1.) ethanol, 70 deg C, 1 h, 2.) toluene, 0 deg C, 0.5 h

2: butyllithium / diethyl ether; hexane / 1 h / -100 °C

3: H₂, ClRh(PPh₃)3 / benzene / 120 h / 24 °C / 36775.4 Torr

4: 95 percent / 46percent aqueous / HF / acetonitrile / 1 h / 24 °C

5: KOH / dimethylformamide / 5 h / 24 °C

6: 93 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 23 °C

7: 92 percent / H₂ / palladium black / ethanol / 0.5 h / 20 °C

8: 82 percent / imidazole / dimethylformamide / 3 h / 25 °C

With 1H-imidazole; 2,6-dimethylpyridine; potassium hydroxide; Wilkinson's catalyst; n-butyllithium; hydrogen; iodine; hydrazine hydrate; triethylamine; N,N,N',N'-tetramethylguanidine; hydrogen fluoride; palladium; In diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1246/bcsj.62.2618