Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl ester
CAS No.:264197-63-9
Molecular Formula:C₂₃H₃₂O₆S
Molecular Weight:436.569
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl ester

There total 3 articles about Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl 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:

: Toluene-4-sulfonic acid 5-benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-pentyl ester

: 264197-63-9
Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl ester

Guidance literature:: With acetic acid; In ethyl acetate; at 20 ℃; for 13h;
DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z

Reference yield:

: 4541-15-5
5-(benzyloxy)-1-pentanol

: 264197-63-9
Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.83 h / -60 - 0 °C

2.1: Mg / tetrahydrofuran / 1 h / 20 °C

2.2: 80 percent / tetrahydrofuran / 0.33 h / 20 °C

3.1: 90 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

4.1: aq. AcOH / ethyl acetate / 13 h / 20 °C

With pyridine; oxalyl dichloride; magnesium; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate; 1.1: Oxidation / 2.1: Metallation / 2.2: Grignard reaction / 3.1: Tosylation / 4.1: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z

Reference yield:

: 78999-24-3
5-benzyloxy-1-pentanal

: 264197-63-9
Toluene-4-sulfonic acid (S)-1-(4-benzyloxy-butyl)-4,5-dihydroxy-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Mg / tetrahydrofuran / 1 h / 20 °C

1.2: 80 percent / tetrahydrofuran / 0.33 h / 20 °C

2.1: 90 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

3.1: aq. AcOH / ethyl acetate / 13 h / 20 °C

With pyridine; magnesium; acetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate; 1.1: Metallation / 1.2: Grignard reaction / 2.1: Tosylation / 3.1: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z