3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde

Base Information

Chemical Name:3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde
CAS No.:177977-12-7
Molecular Formula:C₂₄H₃₄O₃S₂
Molecular Weight:434.664
Hs Code.:

Synonyms:3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde

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Chemical Property of 3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde

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Technology Process of 3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde

There total 12 articles about 3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde 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: 85.4%

: 177977-01-4
3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propan-1-ol

: 177977-12-7
3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; for 2h;

Reference yield:

: 53178-48-6
2-(3'-hydroxypropyl)-1,3-dithiane

: 177977-12-7
3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99.3 percent / camphorsulfonic acid / CH₂Cl₂ / 2 h / 0 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 4 h / -25 °C

2.2: HMPA / hexane; tetrahydrofuran / 20 h / -78 - 20 °C

3.1: 28.0 g / p-TsOH*H₂O / methanol; tetrahydrofuran / 1.5 h / 20 °C

4.1: 85.4 percent / SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / 2 h / 20 °C

With n-butyllithium; pyridine-SO₃ complex; camphor-10-sulfonic acid; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K

Reference yield:

: 131375-69-4
5-((4-methoxybenzyl)oxy)pentanal

: 177977-12-7
3-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: 70 percent / HMPA / hexane; tetrahydrofuran / 24 h / -78 - 20 °C

2.1: 97.6 percent / DIBALH / toluene; hexane / 0.33 h / -15 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -15 °C

3.2: MsCl / hexane; tetrahydrofuran / 20 h / -15 - 20 °C

4.1: n-BuLi / hexane; tetrahydrofuran / 4 h / -25 °C

4.2: HMPA / hexane; tetrahydrofuran / 20 h / -78 - 20 °C

5.1: 28.0 g / p-TsOH*H₂O / methanol; tetrahydrofuran / 1.5 h / 20 °C

6.1: 85.4 percent / SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / 2 h / 20 °C

With n-butyllithium; pyridine-SO₃ complex; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; 1.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K