4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Base Information

Chemical Name:4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester
CAS No.:378749-96-3
Molecular Formula:C₄₀H₄₈O₅S₂Si
Molecular Weight:701.036
Hs Code.:

4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Synonyms:4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

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Chemical Property of 4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

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Technology Process of 4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

There total 13 articles about 4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-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:

: 145546-15-2
(E,E)-2-(1,3-pentadien-1-yl)-1,3-dithiane

: 378749-94-1
4-(tert-Butyl-diphenyl-silanyloxy)-2-chloromethyl-6-hydroxy-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

: 4-(tert-Butyl-diphenyl-silanyloxy)-2-((E)-2-[1,3]dithian-2-ylidenemethyl-pent-3-enyl)-6-hydroxy-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

: 378749-96-3
4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: (E,E)-2-(1,3-pentadien-1-yl)-1,3-dithiane; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.5h;

4-(tert-Butyl-diphenyl-silanyloxy)-2-chloromethyl-6-hydroxy-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/ja011364+

Reference yield:

: 378750-01-7
(2R,3R,5S)-5-(tert-butyldiphenylsilyl)-2,3-(oxiranyl)hexan-1-al

: 378749-96-3
4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 - 25 °C

1.2: 82 percent / tetrahydrofuran / 0.17 h

2.1: 89 percent / TBAF

3.1: 75 percent / tri-2-furyl phosphite; DIAD / benzene / 12 h / 25 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -20 °C

4.2: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

With n-butyllithium; di-isopropyl azodicarboxylate; tri(2-furyl) phosphite; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; hexane; benzene; 3.1: Mitsunobu reaction;
DOI:10.1021/ja011364+

Reference yield:

: 328114-40-5
(2R,3R,5S)-5-(tert-butyldiphenylsilyl)-2,3-(oxiranyl)hexan-1-ol

: 378749-96-3
4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-6-[((1E,3E)-2-penta-1,3-dienyl)-[1,3]dithian-2-ylmethyl]-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 0 - 25 °C

2.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 - 25 °C

2.2: 82 percent / tetrahydrofuran / 0.17 h

3.1: 89 percent / TBAF

4.1: 75 percent / tri-2-furyl phosphite; DIAD / benzene / 12 h / 25 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -20 °C

5.2: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

With n-butyllithium; pyridine-SO₃ complex; di-isopropyl azodicarboxylate; tri(2-furyl) phosphite; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Parikh-Doering oxidation / 4.1: Mitsunobu reaction;
DOI:10.1021/ja011364+