Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester

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Chemical Name:Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester
CAS No.:201275-60-7
Molecular Formula:C₁₅H₂₂O₆S
Molecular Weight:330.402
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester

There total 4 articles about Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-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: 63.0%

: Toluene-4-sulfonic acid (2R,3S)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

: C₁₅H₂₂O₆S

: 201275-60-7
Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester

Guidance literature:: Toluene-4-sulfonic acid (2R,3S)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester; With diisobutylaluminium hydride; In dichloromethane; at -78 - -45 ℃; for 3h; Inert atmosphere;

With water; rochelle salt; In dichloromethane; at -45 - 20 ℃; for 4h; optical yield given as %de;
DOI:10.1016/j.tet.2009.04.001

Reference yield:

: Toluene-4-sulfonic acid (2S,3S)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

: 201275-60-7
Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester

: Toluene-4-sulfonic acid (S)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-propyl ester

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(97)10500-7

Reference yield:

: 80581-20-0
[(2S,3S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-methanol

: 201275-60-7
Toluene-4-sulfonic acid (S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / pyr. / CH₂Cl₂ / 0 °C

2: DIBAL / CH₂Cl₂ / -78 °C

With pyridine; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1016/S0040-4039(97)10500-7