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

Base Information

• Chemical Name: (6RS)-<6-methoxy-23,24-bisnor-9,10-seco-3,5-cyclochola-7,10(19)-dien-22-yl> phenyl sulfone
• CAS No.: 136463-25-7
• Molecular Formula: C₂₉H₄₀O₃S
• Molecular Weight: 468.701
• Mol file: 136463-25-7.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 16 articles about (6RS)-<6-methoxy-23,24-bisnor-9,10-seco-3,5-cyclochola-7,10(19)-dien-22-yl> phenyl sulfone 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:

sodium benzenesulfonate (873-55-2) + (6RS)-6-methoxy-23,24-bisnor-9,10-seco-3,5-cyclochola-9,10(19)-dien-22-yl p-toluenesulfonate (97903-28-1,136521-95-4) → (6RS)-<6-methoxy-23,24-bisnor-9,10-seco-3,5-cyclochola-7,10(19)-dien-22-yl> phenyl sulfone (136463-25-7,136521-93-2)

Guidance literature:

With pyridine; sodium hydrogencarbonate; sodium iodide; In N,N-dimethyl-formamide; at 65 ℃; for 4h;

Reference yield:

Calciferol (50-14-6) → (6RS)-<6-methoxy-23,24-bisnor-9,10-seco-3,5-cyclochola-7,10(19)-dien-22-yl> phenyl sulfone (136463-25-7,136521-93-2)

Guidance literature:

Multi-step reaction with 7 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

4: sodium borohydride / ethanol / 0.67 h / -15 - -10 °C

5: pyridine / 16 h / 10 °C

6: pyridine, sodium iodide, sodium bicarbonate / dimethylformamide / 4 h / 65 °C

With pyridine; sodium tetrahydroborate; ethanol; sulfur dioxide; sodium hydrogencarbonate; ozone; thiourea; sodium iodide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

ergocalciferol acetate (2579-08-0) → (6RS)-<6-methoxy-23,24-bisnor-9,10-seco-3,5-cyclochola-7,10(19)-dien-22-yl> phenyl sulfone (136463-25-7,136521-93-2)

Guidance literature:

Multi-step reaction with 9 steps

1: SO₂ / benzene; H₂O / 20 h / 10 °C

2: 1.) O₃, 2.) thiourea, / 1.) C₂H₂Cl₂, from -70 to -60 deg C, 2.) CH₂Cl₂, MeOH, from -50 to -20 deg C

3: sodium borohydride / benzene; ethanol / 0.5 h

4: pyridine / 1.) 0 deg C, 1 h, 2.) 10 deg C, 15 h

5: lithium carbonate, lithium bromide / dimethylformamide / 1.) 40 deg C, 1 h, 18-20 deg C, 16 h

6: 2,6-di-tert-butyl-4-methylphenol, sodium bicarbonate / dimethylformamide / 4 h / 75 °C

7: KOH / diethyl ether; methanol / 1 h

8: pyridine / 15 h / 18 - 20 °C

With pyridine; potassium hydroxide; sodium tetrahydroborate; 2,6-di-tert-butyl-4-methyl-phenol; sulfur dioxide; lithium carbonate; sodium hydrogencarbonate; ozone; thiourea; lithium bromide; In methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide; benzene;

upstream raw materials:

methanol

Toluene-4-sulfonic acid (S)-3-[2-[(1R,3aS,7aR)-1-((S)-2-benzenesulfonyl-1-methyl-ethyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-4-methylene-cyclohexyl ester

sodium benzenesulfonate

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

Downstream raw materials:

(6R,22S,24R)-<24,25-dihydroxy-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10(19)-dien-22-yl> phenyl sulfone

(6R,22R,24R)-<24,25-dihydroxy-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10(19)-dien-22-yl> phenyl sulfone

(6S,22S,24R)-<24,25-dihydroxy-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10(19)-dien-22-yl> phenyl sulfone

(6S,22R,24R)-<24,25-dihydroxy-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10(19)-dien-22-yl> phenyl sulfone