Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl ester
CAS No.:474650-02-7
Molecular Formula:C₃₅H₄₄O₇SSi
Molecular Weight:636.882
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl ester

There total 1 articles about Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl 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: 43.0%

: 197968-23-3
C₅₈H₇₀O₁₀S₂Si₂

: 173427-88-8
(-)-(2R,3R,6R,7R,10R,11R)-1,2:3,6:7,10:11,12-tetraepoxydodecane

: 474650-02-7
Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl ester

Guidance literature:: C₅₈H₇₀O₁₀S₂Si₂; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.333333h;

With potassium carbonate; In methanol; at 20 ℃; for 16h;
DOI:10.1016/S0960-894X(02)00374-8

Reference yield: 95.0%

: 474650-02-7
Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl ester

: 474650-04-9
Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,5R,2'R,5'R)-5'-((R)-1-hydroxy-ethyl)-octahydro-[2,2']bifuranyl-5-yl]-ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 96h;
DOI:10.1016/S0960-894X(02)00374-8

Reference yield:

: 474650-02-7
Toluene-4-sulfonic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethyl ester

: 474650-13-0
(S)-3-{(E)-(R)-13-Hydroxy-13-[(2R,5R,2'R,5'R)-5'-((R)-1-hydroxy-ethyl)-octahydro-[2,2']bifuranyl-5-yl]-tridec-8-en-10-ynyl}-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / H₂ / Pd/C / methanol / 96 h

2: 85 percent / TBAF / tetrahydrofuran / 5 h / 20 °C

3: BF₃*Et₂O / 0.25 h / -78 °C

4: K₂CO₃ / methanol / 16 h / 20 °C

5: 72 percent / (Ph₃P)2PdCl₂; CuI; Et₃N / 24 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0960-894X(02)00374-8