4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate

Base Information

Chemical Name:4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate
CAS No.:1383935-73-6
Molecular Formula:C₂₇H₃₁F₃O₇S
Molecular Weight:556.6
Hs Code.:

Synonyms:4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate

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Chemical Property of 4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate

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Technology Process of 4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate

There total 6 articles about 4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate 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: 83.0%

: 1383935-72-5
4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenol

: 145100-50-1
1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide

: 1383935-73-6
4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 0.5h;
DOI:10.1016/j.bmc.2012.04.053

Reference yield:

: (1R,2R,3S,4S,6R)-4-[3-(4-hydroxybenzyl)phenyl]-6-(hydroxymethyl)cyclohexane-1,2,3-triol

: 1383935-73-6
4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 0.5 h / 20 °C

2: pyridine; dmap / dichloromethane / 0.5 h / 0 - 20 °C

With pyridine; dmap; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.04.053

Reference yield:

: 6793-92-6
p-benzyloxyphenylbromide

: 1383935-73-6
4-{3-[(3aS,4S,5aR,9aR,9bR)-2,2,8,8-tetramethylhexahydro-3aH-[1,3]dioxolo[4',5':5,6]benzo[1,2-d][1,3]dioxin-4-yl]benzyl}phenyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 0.5 h / -40 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

3.3: Inert atmosphere

4.1: 20 % Pd(OH)2/C; hydrogen / tetrahydrofuran; methanol / 64 h / 20 °C

5.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 0.5 h / 20 °C

6.1: pyridine; dmap / dichloromethane / 0.5 h / 0 - 20 °C

With pyridine; triethylsilane; dmap; n-butyllithium; 20 % Pd(OH)2/C; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2012.04.053