Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl ester
CAS No.:199727-75-8
Molecular Formula:C₁₈H₂₂O₅S
Molecular Weight:350.436
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl ester

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Chemical Property of Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl ester

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Technology Process of Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl ester

There total 3 articles about Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl 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: 98.0%

: 98-59-9
p-toluenesulfonyl chloride

: 199727-74-7
(3S,3aR,7aR)-3-Hydroxy-4,4,7a-trimethyl-3a,4,5,7a-tetrahydro-3H-benzofuran-2-one

: 199727-75-8
Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl ester

Guidance literature:: With dmap; In dichloromethane; 1.) 0 deg C, 1 h, 2.) room temperature, 3 h;
DOI:10.1021/jo971528y

Reference yield:

: 41169-33-9
3,5,5-trimethylcyclohexa-1,3-diene

: 199727-75-8
Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 2,2'-isopropylidenebis<(4S)-4-tert-butyl-2-oxazoline>Cu(SbF₆)2 / CH₂Cl₂ / 18 h / Ambient temperature

2: 1.) KOH, 2.) HCl / multistep reaction, 1.) water, ethanol, room temperature, 6 h, 2.) water, room temperature, 12 h

3: 98 percent / 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temperature, 3 h

With hydrogenchloride; dmap; potassium hydroxide; 2,2'-isopropylidenebis<(4S)-4-tert-butyl-2-oxazoline>Cu(SbF6)2; In dichloromethane;
DOI:10.1021/jo971528y

Reference yield:

: 199727-73-6
(1R,3S,4S)-5,8,8-Trimethyl-2-oxa-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid ethyl ester

: 199727-75-8
Toluene-4-sulfonic acid (3S,3aR,7aR)-4,4,7a-trimethyl-2-oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) KOH, 2.) HCl / multistep reaction, 1.) water, ethanol, room temperature, 6 h, 2.) water, room temperature, 12 h

2: 98 percent / 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temperature, 3 h

With hydrogenchloride; dmap; potassium hydroxide; In dichloromethane;
DOI:10.1021/jo971528y