Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-8-yl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-8-yl ester
• CAS No.: 122475-98-3
• Molecular Formula: C₂₄H₃₂O₈S
• Molecular Weight: 480.579

Synonyms:Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-8-yl ester

Chemical Property of Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-8-yl ester

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Technology Process of Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-8-yl ester

There total 5 articles about Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-8-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: 65.0%

19-methoxy-17-methyl-3,6,10,13-tetraoxabicyclo<13.3.1>nonadeca-1(19),15,17-trien-8-ol (122475-97-2) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-8-yl ester (122475-98-3)

Guidance literature:

With pyridine; at 0 ℃; for 24h;

Reference yield:

2,2'-(2-methylenepropane-1,3-diyldioxy)bisethanol (28544-88-9) → Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-8-yl ester (122475-98-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / NaH / tetrahydrofuran / 2 h / Heating

2: 1.) O₃, 2.) NaBH₄ / 1.) EtOH, -78 deg C, 30 min, 2.) EtOH, RT, 12 h

3: 65 percent / pyridine / 24 h / 0 °C

With pyridine; sodium tetrahydroborate; sodium hydride; ozone; In tetrahydrofuran;

Reference yield:

2,6-bis(hydroxymethyl)-4-methyl-anisole (6327-85-1) → Toluene-4-sulfonic acid 19-methoxy-17-methyl-3,6,10,13-tetraoxa-bicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-8-yl ester (122475-98-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / PBr₃ / CH₂Cl₂ / 6 h / Ambient temperature

2: 65 percent / NaH / tetrahydrofuran / 2 h / Heating

3: 1.) O₃, 2.) NaBH₄ / 1.) EtOH, -78 deg C, 30 min, 2.) EtOH, RT, 12 h

4: 65 percent / pyridine / 24 h / 0 °C

With pyridine; sodium tetrahydroborate; phosphorus tribromide; sodium hydride; ozone; In tetrahydrofuran; dichloromethane;

upstream raw materials:

19-methoxy-17-methyl-3,6,10,13-tetraoxabicyclo<13.3.1>nonadeca-1(19),15,17-trien-8-ol

p-toluenesulfonyl chloride

2,2'-(2-methylenepropane-1,3-diyldioxy)bisethanol

2,6-bis(hydroxymethyl)-4-methyl-anisole

Downstream raw materials:

methyl 2-(19-methoxy-17-methyl-3,6,10,13-tetraoxabicyclo<13.3.1>nonadeca-1(19),15,17-trien-8-ylsulfinyl)benzoate

methyl 2-(19-methoxy-17-methyl-3,6,10,13-tetraoxabicyclo<13.3.1>nonadeca-1(19),15,17-trien-8-ylthio)benzoate

19-methoxy-17-methyl-8-phenylsulfinyl-3,6,10,13-tetraoxabicyclo<13.3.1>nonadeca-1(19),15,17-triene

19-methoxy-17-methyl-8-phenylthio-3,6,10,13-tetraoxabicyclo<13.3.1>nonadeca-1(19),15,17-triene

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