4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde

Base Information

Chemical Name:4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde
CAS No.:419572-58-0
Molecular Formula:C₂₆H₂₃NO₈S
Molecular Weight:509.537
Hs Code.:

Synonyms:4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde

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Chemical Property of 4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde

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Technology Process of 4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde

There total 1 articles about 4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde 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: 76.0%

: 50773-56-3
3-benzyloxy-4-hydroxybenzaldehyde

: benzoic (2SR,5SR)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yl ester

: 419572-58-0
4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde

Guidance literature:: With triisopropyl phosphite; caesium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1002/1521-3765(20020104)8:1<293::AID-CHEM293>3.0.CO;2-L

Reference yield: 83.0%

: 419572-58-0
4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde

: 419572-59-1
4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-benzyloxybenzaldehyde

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 19h;
DOI:10.1002/1521-3765(20020104)8:1<293::AID-CHEM293>3.0.CO;2-L

Reference yield:

: 419572-58-0
4-[(2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yloxy]-3-benzyloxybenzaldehyde

: (E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-benzyloxyphenyl}-2-methylacrylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / N-methylmorpholine-N-oxide; aq. OsO₄ / CH₂Cl₂ / 19 h / 20 °C

2: 72 percent / CH₂Cl₂ / 16 h / 20 °C

3: 261 mg / p-TsOH / acetone / 6 h / 20 °C

4: 123 mg / aq. NaOH / methanol / 16 h / 50 °C

5: 74 percent / aq. TiCl₃; ammonium acetate / tetrahydrofuran / 4.5 h / 20 °C

With ammonium acetate; sodium hydroxide; osmium(VIII) oxide; titanium(III) chloride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; dichloromethane; acetone; 2: Wittig reaction;
DOI:10.1002/1521-3765(20020104)8:1<293::AID-CHEM293>3.0.CO;2-L