2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl ester

Base Information

Chemical Name:2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl ester
CAS No.:906374-48-9
Molecular Formula:C₃₅H₄₈O₈Se
Molecular Weight:675.721
Hs Code.:

Synonyms:2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl ester

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Chemical Property of 2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl ester

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Technology Process of 2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl ester

There total 11 articles about 2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl 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:

: 1119-51-3
bromopentene

: 906374-48-9
2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / second generation Hoveyda-Grubbs catalyst / CH₂Cl₂ / 4 h

2.1: 85 percent / tert-butyl hydroperoxide; Ti(O-iPr)4 / L-(+)-diethyl tartrate / CH₂Cl₂ / -40 - -20 °C

3.1: 0.82 g / triethylamine; SO₃*Py; dimethylsulfoxide / CH₂Cl₂ / 0 - 20 °C

4.1: NaHMDS / tetrahydrofuran / 0 - 25 °C

4.2: 0.65 g / tetrahydrofuran / 0.17 h

5.1: 100 percent / Sc(OTf)3 / tetrahydrofuran; H₂O / 2.5 h / 20 °C

6.1: 70 percent / TsOH*H₂O / CH₂Cl₂ / 20 °C

7.1: 75 percent / hexamethylphosphoramide; lithium diisopropylamide / tetrahydrofuran / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; pyridine-SO₃ complex; sodium hexamethyldisilazane; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; scandium tris(trifluoromethanesulfonate); lithium diisopropyl amide; [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium; diethyl (2R,3R)-tartrate; In tetrahydrofuran; dichloromethane; water; 2.1: Sharpless epoxidation / 4.2: Wittig olefination;
DOI:10.1002/anie.200600593

Reference yield:

: 71032-11-6
6-bromo-2-hexen-1-ol

: 906374-48-9
2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 85 percent / tert-butyl hydroperoxide; Ti(O-iPr)4 / L-(+)-diethyl tartrate / CH₂Cl₂ / -40 - -20 °C

2.1: 0.82 g / triethylamine; SO₃*Py; dimethylsulfoxide / CH₂Cl₂ / 0 - 20 °C

3.1: NaHMDS / tetrahydrofuran / 0 - 25 °C

3.2: 0.65 g / tetrahydrofuran / 0.17 h

4.1: 100 percent / Sc(OTf)3 / tetrahydrofuran; H₂O / 2.5 h / 20 °C

5.1: 70 percent / TsOH*H₂O / CH₂Cl₂ / 20 °C

6.1: 75 percent / hexamethylphosphoramide; lithium diisopropylamide / tetrahydrofuran / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; pyridine-SO₃ complex; sodium hexamethyldisilazane; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; scandium tris(trifluoromethanesulfonate); lithium diisopropyl amide; diethyl (2R,3R)-tartrate; In tetrahydrofuran; dichloromethane; water; 1.1: Sharpless epoxidation / 3.2: Wittig olefination;
DOI:10.1002/anie.200600593

Reference yield:

: 906374-57-0
7-bromo-hept-1-ene-3,4-diol

: 906374-48-9
2-[4-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-phenylselanyl-butyl]-4,6-bis-ethoxymethoxy-benzoic acid 1-methyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / TsOH*H₂O / CH₂Cl₂ / 20 °C

2: 75 percent / hexamethylphosphoramide; lithium diisopropylamide / tetrahydrofuran / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200600593