Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester
CAS No.:583866-30-2
Molecular Formula:C₃₅H₄₈O₇S₂
Molecular Weight:644.894
Hs Code.:

Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester

Synonyms:Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester

There total 8 articles about Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl 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: 81.0%

: 98-59-9
p-toluenesulfonyl chloride

: 583866-29-9
(S)-2-{(4'R,4'aS,8'R,8'aR)-6'-Methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propan-1-ol

: 583866-30-2
Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester

Guidance literature:: With dmap; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0301301

Reference yield:

: 583866-26-6
(R)-2-{(4'R,4'aS,8'R,8'aR)-4'-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'-yl}-3-methyl-butan-1-ol

: 583866-30-2
Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / DMAP / CH₂Cl₂ / 20 °C

2: sodium iodide / butan-2-one / 1.5 h / Heating

3: 42 mg / dimethylformamide / 11 h / 110 °C

4: 94 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

5: 81 percent / DMAP / CH₂Cl₂ / 20 °C

With dmap; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; In dichloromethane; water; N,N-dimethyl-formamide; butanone;
DOI:10.1021/jo0301301

Reference yield:

: 583866-24-4
(4R,4aS,8R,8aR)-8-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-4-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6-methyl-3,4,4a,7,8,8a-hexahydro-1H-naphthalen-2-one

: 583866-30-2
Toluene-4-sulfonic acid (S)-2-{(4'R,4'aS,8'R,8'aR)-6'-methyl-8'-[(R)-2-methyl-1-(toluene-4-sulfonylmethyl)-propyl]-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-4'-yl}-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / p-toluenesulfonic acid / benzene / 4 h / Heating

2: 100 percent / TBAF / tetrahydrofuran / 14 h / 20 °C

3: 91 percent / DMAP / CH₂Cl₂ / 20 °C

4: sodium iodide / butan-2-one / 1.5 h / Heating

5: 42 mg / dimethylformamide / 11 h / 110 °C

6: 94 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

7: 81 percent / DMAP / CH₂Cl₂ / 20 °C

With dmap; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; butanone; benzene;
DOI:10.1021/jo0301301