(1R^*,5S^*,5aS^*,8aR^*,8bS^*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide

Base Information

• Chemical Name: (1R^*,5S^*,5aS^*,8aR^*,8bS^*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide
• CAS No.: 114274-90-7
• Molecular Formula: C₂₁H₁₇NO₄S
• Molecular Weight: 379.436

Synonyms:(1R^*,5S^*,5aS^*,8aR^*,8bS^*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide

Chemical Property of (1R^*,5S^*,5aS^*,8aR^*,8bS^*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1R^*,5S^*,5aS^*,8aR^*,8bS^*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide

There total 3 articles about (1R^*,5S^*,5aS^*,8aR^*,8bS^*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide 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: 87.0%

N-phenyl-maleimide (941-69-5) + 5-(2-phenylethenyl)-1,3-oxathiole 3-oxide (114274-82-7) → (1R*,5S*,5aS*,8aR*,8bS*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide (114274-90-7)

Guidance literature:

In toluene; at 70 ℃; for 168h;

DOI:10.1021/jo00246a047

Reference yield:

cinnamoyl chloride (102-92-1,17082-09-6) → (1R*,5S*,5aS*,8aR*,8bS*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide (114274-90-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) a) -78 deg C, 0.5 h, b) RT, 1 h

2: 69 percent / CuSO₄ / toluene / 24 h / 80 °C

3: 87 percent / toluene / 168 h / 70 °C

With n-butyllithium; copper(II) sulfate; In toluene;

DOI:10.1021/jo00246a047

Reference yield:

(dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide (114274-73-6) → (1R*,5S*,5aS*,8aR*,8bS*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide (114274-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / CuSO₄ / toluene / 24 h / 80 °C

2: 87 percent / toluene / 168 h / 70 °C

With copper(II) sulfate; In toluene;

DOI:10.1021/jo00246a047

upstream raw materials:

N-phenyl-maleimide

5-(2-phenylethenyl)-1,3-oxathiole 3-oxide

cinnamoyl chloride

(dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide

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