Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester

Base Information

Chemical Name:Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester
CAS No.:329897-85-0
Molecular Formula:C₄₂H₅₇F₃O₇SSi
Molecular Weight:791.057
Hs Code.:

Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester

Synonyms:Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester

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Chemical Property of Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester

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Technology Process of Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester

There total 8 articles about Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-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%

: 358-23-6
trifluoromethylsulfonic anhydride

: 248250-13-7
(3S,3aS,4S,6aS,10R,10aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-10-hydroxy-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-1-one

: 329897-85-0
Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester

Guidance literature:: With dmap; at 0 ℃; for 2h;
DOI:10.1055/s-2001-9711

Reference yield:

: 5497-67-6
2,2-dimethyl-4-pentenal

: 329897-85-0
Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 85 percent / LiHMDS / tetrahydrofuran / -40 °C

2.1: 98 percent / DIBALH / diethyl ether / 0.5 h / 0 °C

3.1: 100 percent / imidazole / dimethylformamide / 2 h / 20 °C

4.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

4.2: 91 percent / H₂O₂; NaOH / ethanol / 4 h / 0 °C

5.1: 98 percent / TEMPO; PhI(OAc)2 / 2 h / 20 °C

6.1: 88 percent / Li(SePh) / tetrahydrofuran / 6 h / -60 °C

7.1: 68 percent / xylene / 60 h / 140 °C

8.1: 95 percent / DMAP / 4 h / 20 °C

With 1H-imidazole; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; 9-borabicyclo[3.3.1]nonane dimer; [bis(acetoxy)iodo]benzene; lithium phenylselenide; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; xylene; 1.1: Horner-Emmons reaction / 7.1: intramolecular Diels-Alder reaction;
DOI:10.1002/1099-0690(200102)2001:3<473::AID-EJOC473>3.0.CO;2-J

Reference yield:

: 248250-08-0
(2E,4E)-6,6-dimethyl-2,4,8-nonatrien-1-ol

: 329897-85-0
Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / imidazole / dimethylformamide / 2 h / 20 °C

2.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

2.2: 91 percent / H₂O₂; NaOH / ethanol / 4 h / 0 °C

3.1: 98 percent / TEMPO; PhI(OAc)2 / 2 h / 20 °C

4.1: 88 percent / Li(SePh) / tetrahydrofuran / 6 h / -60 °C

5.1: 68 percent / xylene / 60 h / 140 °C

6.1: 95 percent / DMAP / 4 h / 20 °C

With 1H-imidazole; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; 9-borabicyclo[3.3.1]nonane dimer; [bis(acetoxy)iodo]benzene; lithium phenylselenide; In tetrahydrofuran; N,N-dimethyl-formamide; xylene; 5.1: intramolecular Diels-Alder reaction;
DOI:10.1002/1099-0690(200102)2001:3<473::AID-EJOC473>3.0.CO;2-J