toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl ester

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Chemical Name:toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl ester
CAS No.:710328-82-8
Molecular Formula:C₃₃H₃₆O₇S
Molecular Weight:576.711
Hs Code.:

Synonyms:toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl ester

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Chemical Property of toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl ester

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Technology Process of toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl ester

There total 7 articles about toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl 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:

: 98-59-9
p-toluenesulfonyl chloride

: 2-{(4R,5R)-5-[2-(7-Benzyloxy-naphthalen-2-yloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol

: 710328-82-8
toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1016/j.tet.2004.02.065

Reference yield:

: 29311-53-3
(E)-3-hexene-1,6-dioic acid

: 710328-82-8
toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / acetyl chloride / Heating

2: 64 percent / AD-mix-β; methanesulfonamide; NaHCO3 / H2O; 2-methyl-propan-2-ol / 0 °C

3: 9.8 g / TsOH*H₂O; molecular sieves

4: lithium aluminum hydride / tetrahydrofuran / Heating

5: 50 percent / DMAP; Et₃N / CH₂Cl₂ / 0 °C

6: Cs₂CO₃ / dimethylformamide / 65 °C

7: 425.4 mg / DMAP; Et₃N / CH₂Cl₂ / 4 h / 0 °C

With dmap; lithium aluminium tetrahydride; molecular sieve; methanesulfonamide; AD-mix-β; sodium hydrogencarbonate; caesium carbonate; toluene-4-sulfonic acid; triethylamine; acetyl chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2004.02.065

Reference yield:

: 120849-44-7
diisopropyl (3R,4R)-3,4-dihydroxyhexane-1,6-dioate

: 710328-82-8
toluene-4-sulfonic acid 2-{5-[2-(7-benzyloxynaphthalen-2-yloxy)-ethy]-2,2-dimethyl-[1,3]-dioxolan-4-yl} ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 9.8 g / TsOH*H₂O; molecular sieves

2: lithium aluminum hydride / tetrahydrofuran / Heating

3: 50 percent / DMAP; Et₃N / CH₂Cl₂ / 0 °C

4: Cs₂CO₃ / dimethylformamide / 65 °C

5: 425.4 mg / DMAP; Et₃N / CH₂Cl₂ / 4 h / 0 °C

With dmap; lithium aluminium tetrahydride; molecular sieve; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.02.065