(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:186690-26-6
Molecular Formula:C₃₀H₂₈BrFO₁₂S₂
Molecular Weight:743.58
Hs Code.:

(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 9 articles about (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic 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: 33.0%

: 92420-89-8
methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate

: 186690-25-5
2-[5-Bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenol

: 186690-26-6
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -25 - -10 ℃; for 2h;

Reference yield:

: 15345-40-1
2-methoxy-4-(methylthio)benzaldehyde

: 186690-26-6
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 73 percent / acetic anhydride, triethylamine / 19 h / Ambient temperature

2: 1.) diphenylphosphoryl azide, triethylamine, 2.) aq. H₂SO₄ / 1.) CH₂Cl₂, r.t., 24 h, 2.) CH₂Cl₂, MeOH, r.t., 12 h

3: 100 percent / phosphorus oxychloride / CHCl₃ / 12 h / 60 °C

4: 1.) triethylamine, 2.) copper powder, quinoline / 1.) 3-picoline, r.t., 1 h then 140 deg C, 2 h, 2.) 240 deg C, 4.5 h

5: 82 percent / sodium perborate tetrahydrate / acetic acid / 3 h / Ambient temperature

6: 83 percent / Br₂ / CH₂Cl₂ / 0.5 h / 0 °C

7: 63 percent / boron tribromide / CH₂Cl₂ / 10 h / -78 deg C to r.t.

8: 33 percent / BF₃*OEt₂, 4A molecular sieves / CH₂Cl₂ / 2 h / -25 - -10 °C

With quinoline; sodium perborate; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; diphenylphosphoranyl azide; bromine; acetic anhydride; boron tribromide; copper; triethylamine; trichlorophosphate; In dichloromethane; chloroform; acetic acid;

Reference yield:

: 186690-19-7
1-(4-Fluoro-phenyl)-2-(2-methoxy-4-methylsulfanyl-phenyl)-ethanone

: 186690-26-6
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{2-[5-bromo-2-(4-fluoro-phenyl)-thiophen-3-yl]-5-methanesulfonyl-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / phosphorus oxychloride / CHCl₃ / 12 h / 60 °C

2: 1.) triethylamine, 2.) copper powder, quinoline / 1.) 3-picoline, r.t., 1 h then 140 deg C, 2 h, 2.) 240 deg C, 4.5 h

3: 82 percent / sodium perborate tetrahydrate / acetic acid / 3 h / Ambient temperature

4: 83 percent / Br₂ / CH₂Cl₂ / 0.5 h / 0 °C

5: 63 percent / boron tribromide / CH₂Cl₂ / 10 h / -78 deg C to r.t.

6: 33 percent / BF₃*OEt₂, 4A molecular sieves / CH₂Cl₂ / 2 h / -25 - -10 °C

With quinoline; sodium perborate; 4 A molecular sieve; boron trifluoride diethyl etherate; bromine; boron tribromide; copper; triethylamine; trichlorophosphate; In dichloromethane; chloroform; acetic acid;