(4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Name:(4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one
CAS No.:177976-99-7
Molecular Formula:C₃₆H₄₅NO₅S₂
Molecular Weight:635.889
Hs Code.:

Synonyms:(4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Property of (4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

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Technology Process of (4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

There total 16 articles about (4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one 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: 90.0%

: 147725-15-3
diethyl 2-<(4R,5S)-4-methyl-2-oxo-5-phenyl-3-oxazolidinyl>-2-oxoethanephosphonate

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

: 177976-99-7
(4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: With triethylamine; lithium chloride; In tetrahydrofuran; for 24h;

Reference yield:

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

: 177976-99-7
(4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 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

5.1: LiCl; Et₃N / tetrahydrofuran / 0.5 h / 20 °C

5.2: 90 percent / tetrahydrofuran / 24 h / 0 - 20 °C

With n-butyllithium; pyridine-SO₃ complex; camphor-10-sulfonic acid; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; 5.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K

Reference yield:

: 131375-63-8
5-(4-methoxybenzyloxy)-1-pentanol

: 177976-99-7
(4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 89.5 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.92 h / -78 - 0 °C

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

2.2: 70 percent / HMPA / hexane; tetrahydrofuran / 24 h / -78 - 20 °C

3.1: 97.6 percent / DIBALH / toluene; hexane / 0.33 h / -15 °C

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

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

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

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

6.1: 28.0 g / p-TsOH*H₂O / methanol; tetrahydrofuran / 1.5 h / 20 °C

7.1: 85.4 percent / SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / 2 h / 20 °C

8.1: LiCl; Et₃N / tetrahydrofuran / 0.5 h / 20 °C

8.2: 90 percent / tetrahydrofuran / 24 h / 0 - 20 °C

With n-butyllithium; oxalyl dichloride; pyridine-SO₃ complex; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; 1.1: Swern oxidation / 2.2: Horner-Wadsworth-Emmons reaction / 8.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K