(+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester

Base Information

Chemical Name:(+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester
CAS No.:254752-69-7
Molecular Formula:C₁₃H₁₈O₅S
Molecular Weight:286.349
Hs Code.:

Synonyms:(+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester

Suppliers and Price of (+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester

There total 1 articles about (+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-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: 88.0%

: 100460-14-8
(+/-)-cis,trans-(2-methoxytetrahydrofuran-3-yl)methanol

: 98-59-9
p-toluenesulfonyl chloride

: 254752-69-7
(+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester

Guidance literature:: With pyridine; In chloroform; for 2h;
DOI:10.1021/jo991151r

Reference yield:

: 254752-69-7
(+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester

: (1S,2S,3R,2'S,3a'R,6a'S)-4-(4-(hexahydrofuro[2,3-b]furan-2'-yl)-2,3-dimethyl-5-oxocyclohexyl)butyraldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: 81 percent / dimethylformamide / 18 h / 70 °C

2.1: aq. NaOH / 2.5 h / Heating

2.2: 91 percent / aq. HCl / 1.5 h / 20 °C / pH 1

3.1: DIBALH / toluene / 1.5 h / -78 °C

3.2: 62 percent / BF₃*Et₂O / toluene / 0.08 h / -78 - -60 °C

4.1: 40 percent / triphenylmethyl perchlorate / CH₂Cl₂ / 78 h / -78 °C

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

5.2: 70 percent / FeSO₄*7H₂O; Cu(OAc)2*H₂O / CH₂Cl₂; methanol / -78 - 20 °C

6.1: t-BuLi / pentane; diethyl ether / -78 - 20 °C

6.2: 42 percent / diethyl ether; pentane / 3 h / -78 °C

7.1: 2.5 g / PCC / CH₂Cl₂; dimethylformamide / 0 - 20 °C

8.1: 81 percent / hydrogen / Pd/C / tetrahydrofuran / 20 h

9.1: PPTS; water / tetrahydrofuran / 12 h / Heating

With sodium hydroxide; trityl perchlorate; water; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; ozone; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; 1.1: Substitution / 2.1: Hydrolysis / 2.2: Cyclization / 3.1: Reduction / 3.2: Etherification / 4.1: Mukaiyama addition / 5.1: ozonolysis / 5.2: Elimination / 6.1: Metallation / 6.2: Addition / 7.1: Rearrangement / 8.1: Catalytic hydrogenation / 9.1: Hydrolysis;
DOI:10.1021/jo991151r

Reference yield:

: 254752-69-7
(+/-)-cis,trans-toluene-4-sulfonic acid (2-methoxytetrahydrofuran-3-yl)methyl ester

: 254752-76-6
(3S,4S,5R,2'S,3a'R,6a'S)-3-[3-([1,3]dioxolan-2-yl)propyl]-4-(hexahydrofuro[2,3-b]furan-2'-yl)-4,5-dimethylcyclohexanone

Guidance literature:: Multi-step reaction with 8 steps

1.1: 81 percent / dimethylformamide / 18 h / 70 °C

2.1: aq. NaOH / 2.5 h / Heating

2.2: 91 percent / aq. HCl / 1.5 h / 20 °C / pH 1

3.1: DIBALH / toluene / 1.5 h / -78 °C

3.2: 62 percent / BF₃*Et₂O / toluene / 0.08 h / -78 - -60 °C

4.1: 40 percent / triphenylmethyl perchlorate / CH₂Cl₂ / 78 h / -78 °C

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

5.2: 70 percent / FeSO₄*7H₂O; Cu(OAc)2*H₂O / CH₂Cl₂; methanol / -78 - 20 °C

6.1: t-BuLi / pentane; diethyl ether / -78 - 20 °C

6.2: 42 percent / diethyl ether; pentane / 3 h / -78 °C

7.1: 2.5 g / PCC / CH₂Cl₂; dimethylformamide / 0 - 20 °C

8.1: 81 percent / hydrogen / Pd/C / tetrahydrofuran / 20 h

With sodium hydroxide; trityl perchlorate; hydrogen; tert.-butyl lithium; diisobutylaluminium hydride; ozone; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; 1.1: Substitution / 2.1: Hydrolysis / 2.2: Cyclization / 3.1: Reduction / 3.2: Etherification / 4.1: Mukaiyama addition / 5.1: ozonolysis / 5.2: Elimination / 6.1: Metallation / 6.2: Addition / 7.1: Rearrangement / 8.1: Catalytic hydrogenation;
DOI:10.1021/jo991151r