(Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

Base Information

Chemical Name:(Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester
CAS No.:83641-71-8
Molecular Formula:C₄₄H₅₈O₉S₂Si
Molecular Weight:823.157
Hs Code.:

(Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

Synonyms:(Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

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Chemical Property of (Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

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Technology Process of (Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

There total 8 articles about (Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl 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: 80.0%

: 76-86-8
Triphenylsilyl chloride

: 83641-70-7,83641-74-1
(Z)-7-[(2R,3R,4R,6R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-4-methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

: 83641-71-8
(Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

Guidance literature:: With pyridine; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)88439-7

Reference yield:

: 62158-43-4,62210-94-0,62211-02-3,65027-25-0,83680-29-9
(Z)-7-[(2S,3R,4R)-4-Hydroxy-2-((E)-(R)-3-hydroxy-oct-1-enyl)-6-methoxy-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

: 83641-71-8
(Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / pyridine / 1 h / -25 °C

2: triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 2 h / 0 °C

3: potassium bicarbonate / methanol / 0.5 h / 25 °C

4: 98 percent / triethylamine / 0.17 h / -25 °C

5: 67 percent / acetic acid, THF, H₂O, phosphoric acid / 4 h / 55 °C

6: 88 percent / boron trifluoride etherate / CH₂Cl₂ / 0.25 h / 0 °C

7: 62 percent / sodium methoxide / methanol / 6 h / 25 °C

8: 80 percent / pyridine / 0.5 h / 0 °C

With tetrahydrofuran; pyridine; phosphoric acid; boron trifluoride diethyl etherate; water; sodium methylate; potassium hydrogencarbonate; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)88439-7

Reference yield:

: Benzoic acid (R)-1-{(E)-2-[(2S,3R,4S)-4-formyloxy-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-vinyl}-hexyl ester

: 83641-71-8
(Z)-7-[(2S,3S,4S,6S)-4-Methanesulfonyloxy-6-(2-methoxycarbonyl-ethylsulfanyl)-2-((E)-(R)-3-triphenylsilanyloxy-oct-1-enyl)-tetrahydro-pyran-3-yl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: potassium bicarbonate / methanol / 0.5 h / 25 °C

2: 98 percent / triethylamine / 0.17 h / -25 °C

3: 67 percent / acetic acid, THF, H₂O, phosphoric acid / 4 h / 55 °C

4: 88 percent / boron trifluoride etherate / CH₂Cl₂ / 0.25 h / 0 °C

5: 62 percent / sodium methoxide / methanol / 6 h / 25 °C

6: 80 percent / pyridine / 0.5 h / 0 °C

With tetrahydrofuran; pyridine; phosphoric acid; boron trifluoride diethyl etherate; water; sodium methylate; potassium hydrogencarbonate; acetic acid; triethylamine; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)88439-7