(6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane

Base Information

• Chemical Name: (6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane
• CAS No.: 201012-10-4
• Molecular Formula: C₃₂H₅₀O₇S₄
• Molecular Weight: 675.009
• Mol file: 201012-10-4.mol

Synonyms:(6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane

Chemical Property of (6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane

There total 20 articles about (6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane 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: 52.0%

1,2-ethanedithiobis(trimethylsilane) (51048-29-4) + (3R,5S,7R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-dione (201012-09-1) → (6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane (201012-10-4)

Guidance literature:

With zinc(II) iodide; In diethyl ether; at 0 ℃; for 5h;

Reference yield:

(2R,3S)-1-Benzyloxymethyloxy-2-methylbutan-3-ol (101470-81-9) → (6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane (201012-10-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 96 percent / i-Pr₂NEt / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 84.9 percent / H₂ / 50percent Raney Ni / ethanol / 120 h / Ambient temperature

3: 78.1 percent / Ph₃P, imidazole, I₂ / benzene / 0.33 h / Ambient temperature

4: 38 percent / t-BuLi / diethyl ether; pentane / 1.) -78 deg C, 10 min; r.t., 1 h, 2.) r.t., 11 h

5: 86 percent / i-Pr₂NEt / CH₂Cl₂ / 17 h / Ambient temperature

6: 35 percent / TBAF, 4 Angstroem molecular sieves / hexamethylphosphoric acid triamide / 15 h / 80 °C

7: 72 percent / 4-methylmorpholine N-oxide, 4 Angstroem molecular sieves, tetrapropylammonium perruthenate / CH₂Cl₂ / 3 h / Ambient temperature; 1.) r.t., 10 min, 2.) r.t., 3 h

8: 52 percent / ZnI₂ / diethyl ether / 5 h / 0 °C

With 1H-imidazole; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; iodine; tert.-butyl lithium; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc(II) iodide; nickel; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; pentane; benzene;

Reference yield:

[2-((1S,2R)-3-Benzyloxymethoxy-1,2-dimethyl-propoxymethoxy)-ethyl]-trimethyl-silane (201011-94-1) → (6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane (201012-10-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 84.9 percent / H₂ / 50percent Raney Ni / ethanol / 120 h / Ambient temperature

2: 78.1 percent / Ph₃P, imidazole, I₂ / benzene / 0.33 h / Ambient temperature

3: 38 percent / t-BuLi / diethyl ether; pentane / 1.) -78 deg C, 10 min; r.t., 1 h, 2.) r.t., 11 h

4: 86 percent / i-Pr₂NEt / CH₂Cl₂ / 17 h / Ambient temperature

5: 35 percent / TBAF, 4 Angstroem molecular sieves / hexamethylphosphoric acid triamide / 15 h / 80 °C

6: 72 percent / 4-methylmorpholine N-oxide, 4 Angstroem molecular sieves, tetrapropylammonium perruthenate / CH₂Cl₂ / 3 h / Ambient temperature; 1.) r.t., 10 min, 2.) r.t., 3 h

7: 52 percent / ZnI₂ / diethyl ether / 5 h / 0 °C

With 1H-imidazole; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; iodine; tert.-butyl lithium; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc(II) iodide; nickel; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; pentane; benzene;

upstream raw materials:

1,2-ethanedithiobis(trimethylsilane)

(3R,5S,7R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-dione

(2R,3S)-1-Benzyloxymethyloxy-2-methylbutan-3-ol

(2R,4R)-4,5-(isopropylidenedioxy)-2-methylpentan-1-ol