(R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl ester

Base Information

Chemical Name:(R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl ester
CAS No.:187543-37-9
Molecular Formula:C₁₆H₁₅ClO₅S
Molecular Weight:354.811
Hs Code.:

Synonyms:(R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl ester

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Chemical Property of (R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl ester

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Technology Process of (R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl ester

There total 11 articles about (R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl 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: 96.0%

: 98-59-9
p-toluenesulfonyl chloride

: 187543-36-8
(S)-(7-chloro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol

: 187543-37-9
(R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 25 ℃;
DOI:10.1021/acs.orglett.8b01469

Reference yield:

: 635-93-8
5-chlorosalicyclaldehyde

: 187543-37-9
(R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / K₂CO₃ / dimethylformamide / 5 h / 60 °C

2: 92 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 20 h / Heating

3: 88 percent / NaOMe; MeOH / 20 °C

4: pyridine / 20 °C

With pyridine; methanol; sodium methylate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Oxidation / 3: Cyclization / 4: tosylation;
DOI:10.1021/jm9910122

Reference yield:

: 187543-32-4
(R)-5-chloro-2-(oxiran-2-ylmethoxy)benzaldehyde

: 187543-37-9
(R)-Toluene-4-sulfonic acid, (7-chloro-2,3-dihydro-benzo[1,4]dioxin-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 20 h / Heating

2: 88 percent / NaOMe; MeOH / 20 °C

3: pyridine / 20 °C

With pyridine; methanol; sodium methylate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1: Oxidation / 2: Cyclization / 3: tosylation;
DOI:10.1021/jm9910122