(E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

Base Information

Chemical Name:(E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid
CAS No.:75340-63-5
Molecular Formula:C₄₀H₆₆ClNO₈S₂Si
Molecular Weight:816.636
Hs Code.:

(E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

Synonyms:(E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

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Chemical Property of (E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

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Technology Process of (E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

There total 9 articles about (E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid 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: 8.0%

: 1055038-19-1
(E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(2-{(2E,4E)-(R)-6-[4-chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-1-methoxy-5-methyl-hexa-2,4-dienyl}-[1,3]dithian-2-yl)-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

: 75340-63-5
(E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

: (E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-dimethylamino-5-methoxy-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 - -60 ℃;
DOI:10.1021/jo960363a

Reference yield:

: tert-Butyl-[(E)-(1S,4S,5S)-1-(2,2-diethoxy-ethyl)-6-[1,3]dithian-2-yl-5-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-hex-2-enyloxy]-dimethyl-silane

: 75340-63-5
(E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) TMEDA, n-BuLi / 1) hexane, THF, -20 deg C, 3 h; 2) hexane, THF, 0 deg C, 30 min

2: 1.) LDA, 2.) ZnCl₂ / 1) DME, heptane, -78 deg C, 30 min; 2) ether, -78 deg C, 1 h; 3) DME, heptane, -78 deg C, 1 h

3: 98 percent / Ag₂O / ethyl acetate / 1.5 h / 60 °C

4: 86 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 48 h / 50 °C

5: 54 percent / aq. HCl / tetrahydrofuran / 2 h / Ambient temperature

6: 78 percent / DBU / CH₂Cl₂ / 18 h / Ambient temperature

7: 72 percent / DIBAH / toluene / -78 - -60 °C

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo960363a

Reference yield:

: 1026598-10-6
2-[(E)-(2S,3S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-8,8-diethoxy-2-(2-methoxy-ethoxymethoxy)-3,5-dimethyl-oct-4-enyl]-[1,3]dithiane-2-carbaldehyde

: 75340-63-5
(E)-(3S,6S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-{2-[(2E,4E)-(R)-6-(4-chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-oct-4-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA, 2.) ZnCl₂ / 1) DME, heptane, -78 deg C, 30 min; 2) ether, -78 deg C, 1 h; 3) DME, heptane, -78 deg C, 1 h

2: 98 percent / Ag₂O / ethyl acetate / 1.5 h / 60 °C

3: 86 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 48 h / 50 °C

4: 54 percent / aq. HCl / tetrahydrofuran / 2 h / Ambient temperature

5: 78 percent / DBU / CH₂Cl₂ / 18 h / Ambient temperature

6: 72 percent / DIBAH / toluene / -78 - -60 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo960363a