Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl ester
CAS No.:215110-67-1
Molecular Formula:C₂₃H₃₈O₆SSi
Molecular Weight:470.703
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl ester

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Chemical Property of Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl ester

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Technology Process of Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl ester

There total 11 articles about Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl 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: 96.0%

: 98-59-9
p-toluenesulfonyl chloride

: 215110-65-9
(3S,4R,7R)-7-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-propyl]-4-hydroxy-3-methyl-oxepan-2-one

: 215110-67-1
Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl ester

Guidance literature:: With pyridine; dmap; for 120h; Ambient temperature;

Reference yield:

: 159276-72-9
(4S,5S)-4-(Dimethyl-p-tolyl-silanyl)-5-[(1S,2S)-1-(dimethyl-p-tolyl-silanyl)-2-hydroxy-3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-dihydro-furan-2-one

: 215110-67-1
Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: KH / tetrahydrofuran / 1.) -78 to -20 deg C, 2 h; -5 deg C, 1 h, 2.) 0 deg C, 1 h

2: H₂ / PtO₂ / methanol / 50 h / Ambient temperature

3: 98 percent / pyridinium toluene-p-sulfonate, H₂O / acetone / 7 h / Heating

4: 89 percent / Me₄N⁽¹⁺⁾BH(OAc)3^(1-) / acetonitrile; acetic acid / 48 h / -25 °C

5: 93.5 percent / Et₃N, 2-chloro-1-methylpyridinium iodide / CH₂Cl₂ / 1 h / Heating

6: 95 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

7: 97 percent / LDA, DMPU / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) -78 deg C, 36 h; -10 deg C, 8 h

8: 73 percent / AcOOH, KBr, AcONa / acetic acid / 15 h / Ambient temperature

9: 96 percent / DMAP, pyridine / 120 h / Ambient temperature

With pyridine; 1H-imidazole; peracetic acid; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; sodium acetate; pyridinium p-toluenesulfonate; potassium hydride; triethylamine; potassium bromide; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; acetonitrile;

Reference yield:

: 159276-73-0
(E)-(3S,6S)-3-(Dimethyl-p-tolyl-silanyl)-6-(dimethyl-p-tolyl-silanyloxy)-7-(2-methyl-[1,3]dioxolan-2-yl)-hept-4-enoic acid

: 215110-67-1
Toluene-4-sulfonic acid (3S,4R,7R)-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methyl-2-oxo-oxepan-4-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / PtO₂ / methanol / 50 h / Ambient temperature

2: 98 percent / pyridinium toluene-p-sulfonate, H₂O / acetone / 7 h / Heating

3: 89 percent / Me₄N⁽¹⁺⁾BH(OAc)3^(1-) / acetonitrile; acetic acid / 48 h / -25 °C

4: 93.5 percent / Et₃N, 2-chloro-1-methylpyridinium iodide / CH₂Cl₂ / 1 h / Heating

5: 95 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

6: 97 percent / LDA, DMPU / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) -78 deg C, 36 h; -10 deg C, 8 h

7: 73 percent / AcOOH, KBr, AcONa / acetic acid / 15 h / Ambient temperature

8: 96 percent / DMAP, pyridine / 120 h / Ambient temperature

With pyridine; 1H-imidazole; peracetic acid; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; sodium acetate; pyridinium p-toluenesulfonate; triethylamine; potassium bromide; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; acetonitrile;