(E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

Base Information

Chemical Name:(E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester
CAS No.:394738-14-8
Molecular Formula:C₃₂H₃₅NO₁₂S
Molecular Weight:657.695
Hs Code.:

(E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

Synonyms:(E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

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Chemical Property of (E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

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Technology Process of (E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

There total 6 articles about (E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic 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: 100.0%

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 394738-18-2
4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-benzaldehyde

: 394738-14-8
(E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

Guidance literature:: In dichloromethane; at 50 ℃;
DOI:10.1002/1521-3765(20020104)8:1<293::AID-CHEM293>3.0.CO;2-L

Reference yield:

: 394738-12-6
benzoic (2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yl ester

: 394738-14-8
(E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / (S,S)-1,2-bis(o-Ph₂P-C₆H₄-CO-NH)-cyclohexane; Et₃N / Pd₂(dba)3*CHCl₃ / tetrahydrofuran / 50 °C

2: 98 percent / OsO₄; NMO / CH₂Cl₂ / 20 °C

3: 99 percent / CH₂Cl₂ / 45 °C

With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); osmium(VIII) oxide; N-methyl-2-indolinone; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; 3: wittig reaction;
DOI:10.1002/1521-3773(20011001)40

Reference yield:

: 1-phenylsulfonyl-1-nitroethane sodium salt

: 394738-14-8
(E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: (R,R)-1,2-bis(o-Ph2P-C6H4-CO-NH)-cyclohexane; (n-C6H13)4NBr / {η³-C3H5PdCl}2 / CH2Cl2; H2O / 20 °C

2: 75 percent / (S,S)-1,2-bis(o-Ph₂P-C₆H₄-CO-NH)-cyclohexane; Et₃N / Pd₂(dba)3*CHCl₃ / tetrahydrofuran / 50 °C

3: 98 percent / OsO₄; NMO / CH₂Cl₂ / 20 °C

4: 99 percent / CH₂Cl₂ / 45 °C

With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); osmium(VIII) oxide; N-methyl-2-indolinone; tetrahexylammonium bromide; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; dichloromethane; water; 4: wittig reaction;
DOI:10.1002/1521-3773(20011001)40