Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester

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Chemical Name:Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester
CAS No.:507480-23-1
Molecular Formula:C₂₁H₂₆O₆S
Molecular Weight:406.5
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester

There total 2 articles about Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl 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: 77.0%

: 98-59-9
p-toluenesulfonyl chloride

: 507480-05-9
(2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol

: 507480-23-1
Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1021/jo026798h

Reference yield:

: 507480-04-8
(2R,4R)-2-(4-methoxyphenyl)-4-((S)-1-methyl-prop-2-enyl)-[1,3]dioxane

: 507480-23-1
Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / CH₂Cl₂; methanol / -78 °C

1.2: 83 percent / NaBH₄ / CH₂Cl₂; methanol / 4 h / 20 °C

2.1: 77 percent / pyridine; DMAP / CH₂Cl₂ / 15 h / 20 °C

With pyridine; dmap; ozone; In methanol; dichloromethane;
DOI:10.1021/jo026798h

Reference yield:

: 507480-23-1
Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester

: (4S,6R,7S)-6-(4-Methoxy-benzyloxy)-7-methyl-dec-1-en-9-yn-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / dimethylsulfoxide / 15 h / 20 °C

2: 92 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 - -40 °C

3: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

4: 413 mg / diethyl ether / 0.33 h / 0 °C

5: 71 percent / diethyl azodicarboxylate; triphenylphosphine / benzene / 6 h / 20 °C

6: 86 percent / MeOH; potassium carbonate / 7 h / 20 °C

With pyridine; methanol; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; triphenylphosphine; diethylazodicarboxylate; In diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; benzene; 3: Dess-Martin oxidation / 5: Mitsunobu reaction;
DOI:10.1021/jo026798h