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

Base Information

Chemical Name:4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-benzaldehyde
CAS No.:394738-18-2
Molecular Formula:C₂₇H₂₇NO₁₁S
Molecular Weight:573.577
Hs Code.:

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

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Chemical Property of 4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-benzaldehyde

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Technology Process of 4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-benzaldehyde

There total 5 articles about 4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-benzaldehyde 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: 98.0%

: 394738-13-7
4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-benzaldehyde

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

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In dichloromethane; at 20 ℃;
DOI:10.1002/1521-3773(20011001)40

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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;
DOI:10.1002/1521-3773(20011001)40

Reference yield:

: 1-phenylsulfonyl-1-nitroethane sodium salt

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

Guidance literature:: Multi-step reaction with 3 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

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;
DOI:10.1002/1521-3773(20011001)40