(3aR^*,4S^*,7aR^*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole

Base Information

• Chemical Name: (3aR^*,4S^*,7aR^*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole
• CAS No.: 128252-41-5
• Molecular Formula: C₂₀H₂₁NO₆S
• Molecular Weight: 403.456

Synonyms:(3aR^*,4S^*,7aR^*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole

Chemical Property of (3aR^*,4S^*,7aR^*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole

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Technology Process of (3aR^*,4S^*,7aR^*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole

There total 3 articles about (3aR^*,4S^*,7aR^*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole 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: 89.0%

(E)-1-(phenylthio)buta-1,3-diene (36715-51-2) + 4,5-diethoxycarbonyl-1H-pyrrole-2,3-dione (128252-37-9) → (3aR*,4S*,7aR*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole (128252-41-5)

Guidance literature:

In benzene; at 85 ℃; for 1h;

DOI:10.1248/cpb.37.3236

Reference yield:

sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate (40876-98-0,88330-76-1,125898-38-6) → (3aR*,4S*,7aR*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole (128252-41-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / ammonium acetate / ethanol; acetic acid / 0.33 h / Heating

2: 86 percent / diethyl ether; dioxane / 40 deg C, 20 min then 90 deg C, 25 min

3: 89 percent / benzene / 1 h / 85 °C

With ammonium acetate; In 1,4-dioxane; diethyl ether; ethanol; acetic acid; benzene;

DOI:10.1248/cpb.37.3236

Reference yield:

diethyl 2-aminofumarate (36016-13-4) → (3aR*,4S*,7aR*)-3a,7a-diethoxycarbonyl-2,3-dioxo-4-sulfenyl-2,3,3a,4,7,7a-hexahydroindole (128252-41-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / diethyl ether; dioxane / 40 deg C, 20 min then 90 deg C, 25 min

2: 89 percent / benzene / 1 h / 85 °C

In 1,4-dioxane; diethyl ether; benzene;

DOI:10.1248/cpb.37.3236

upstream raw materials:

(E)-1-(phenylthio)buta-1,3-diene

4,5-diethoxycarbonyl-1H-pyrrole-2,3-dione

diethyl 2-aminofumarate

sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate

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