Toluene-4-sulfonic acid (S)-3-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-yl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (S)-3-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-yl ester
• CAS No.: 136463-23-5
• Molecular Formula: C₂₉H₃₈O₆S₂
• Molecular Weight: 546.749

Synonyms:

Chemical Property of Toluene-4-sulfonic acid (S)-3-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-yl ester

Chemical Property:

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Safty Information:

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Technology Process of Toluene-4-sulfonic acid (S)-3-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-yl ester

There total 4 articles about Toluene-4-sulfonic acid (S)-3-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-yl 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:

Calciferol (50-14-6) → Toluene-4-sulfonic acid (S)-3-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-5-yl ester (136463-23-5,136521-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 22 h / 20 - 22 °C

2: SO₂ / CH₂Cl₂; H₂O / 6 h / 0 - 5 °C

3: 1.) O₃, 2.) thiourea, EtOH / 1.) pyridine, CH₂Cl₂, from -70 to -65 deg C, 2.) EtOH, from -70 to -20 deg C

With pyridine; ethanol; sulfur dioxide; ozone; thiourea; In dichloromethane; water;

Reference yield:

vitamin D2 p-toluenesulfonate (72204-99-0) → Toluene-4-sulfonic acid (S)-3-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-5-yl ester (136463-23-5,136521-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SO₂ / CH₂Cl₂; H₂O / 6 h / 0 - 5 °C

2: 1.) O₃, 2.) thiourea, EtOH / 1.) pyridine, CH₂Cl₂, from -70 to -65 deg C, 2.) EtOH, from -70 to -20 deg C

With ethanol; sulfur dioxide; ozone; thiourea; In dichloromethane; water;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (S)-3-[(1R,3aS,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-5-yl ester (136463-23-5,136521-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 22 h / 20 - 22 °C

2: SO₂ / CH₂Cl₂; H₂O / 6 h / 0 - 5 °C

3: 1.) O₃, 2.) thiourea, EtOH / 1.) pyridine, CH₂Cl₂, from -70 to -65 deg C, 2.) EtOH, from -70 to -20 deg C

With pyridine; ethanol; sulfur dioxide; ozone; thiourea; In dichloromethane; water;

upstream raw materials:

Calciferol

vitamin D₂ p-toluenesulfonate

p-toluenesulfonyl chloride

Downstream raw materials:

22-hydroxy-6,19-episulfono-23,24-bisnor-9,10-secochola-5(10),7-dien-3β-yl p-toluenesulfonate

(6RS)-<6-methoxy-23,24-bisnor-9,10-seco-3,5-cyclochola-7,10(19)-dien-22-yl> phenyl sulfone

(6RS)-6-methoxy-23,24-bisnor-9,10-seco-3,5-cyclochola-9,10⁽¹⁹⁾-dien-22-yl p-toluenesulfonate

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