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

Base Information

Chemical Name:3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-benzyloxyphenyl}-2-methylacrylic ethyl ester
CAS No.:419572-60-4
Molecular Formula:C₃₁H₃₃NO₁₁S
Molecular Weight:627.669
Hs Code.:

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

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

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

There total 4 articles about 3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-benzyloxyphenyl}-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: 72.0%

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

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

: 419572-60-4
3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-benzyloxyphenyl}-2-methylacrylic ethyl ester

Guidance literature:: In dichloromethane; at 20 ℃; for 16h;
DOI:10.1002/1521-3765(20020104)8:1<293::AID-CHEM293>3.0.CO;2-L

Reference yield:

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

: 419572-60-4
3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-benzyloxyphenyl}-2-methylacrylic ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / triisopropyl phosphite; Cs2CO3 / [η³-C3H5PdCl]2 / tetrahydrofuran / 4 h / 20 °C

2: 83 percent / N-methylmorpholine-N-oxide; aq. OsO₄ / CH₂Cl₂ / 19 h / 20 °C

3: 72 percent / CH₂Cl₂ / 16 h / 20 °C

With osmium(VIII) oxide; triisopropyl phosphite; caesium carbonate; 4-methylmorpholine N-oxide; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; dichloromethane; 3: Wittig reaction;
DOI:10.1002/1521-3765(20020104)8:1<293::AID-CHEM293>3.0.CO;2-L

Reference yield:

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

: 419572-60-4
3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-benzyloxyphenyl}-2-methylacrylic ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / triisopropyl phosphite; Cs2CO3 / [η³-C3H5PdCl]2 / tetrahydrofuran / 4 h / 20 °C

2: 83 percent / N-methylmorpholine-N-oxide; aq. OsO₄ / CH₂Cl₂ / 19 h / 20 °C

3: 72 percent / CH₂Cl₂ / 16 h / 20 °C

With osmium(VIII) oxide; triisopropyl phosphite; caesium carbonate; 4-methylmorpholine N-oxide; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; dichloromethane; 3: Wittig reaction;
DOI:10.1002/1521-3765(20020104)8:1<293::AID-CHEM293>3.0.CO;2-L