(2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate

Base Information

Chemical Name:(2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate
CAS No.:113016-73-2
Molecular Formula:C₄₂H₅₈O₆SSi
Molecular Weight:719.07
Hs Code.:

Synonyms:(2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate

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Chemical Property of (2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate

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Technology Process of (2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate

There total 16 articles about (2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate 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:

: 107692-11-5
(2R,3S,6S,8S,10S)-(+)-2,3-dimethyl-10-hydroxy-8-(p-tolylsulphonyloxy)methyl-1,7-dioxaspiro<5.5>undecane

: 113016-73-2
(2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 10 steps

1: 88 percent / imidazole / dimethylformamide / Ambient temperature

2: 80 percent / dimethylformamide / 12 h / 70 °C

3: di-isobutylaluminium hydride / CH₂Cl₂ / 5 h / Ambient temperature; 1.) -78 deg C --> room temp., 1 h

4: CH₂Cl₂ / 0 deg C, then room temp. overnight

5: 60 percent / di-isobutylaluminium hydride / tetrahydrofuran; diethyl ether / 1 h / -78 °C / -78 deg C --> room temp., overnight

6: triethylamine, dimethylaminopyridine / CH₂Cl₂ / 0 °C

7: sodium iodide / tetrahydrofuran / 12 h

8: 80 percent / tetrahydrofuran / -20 °C

9: lithium aluminium hydride / diethyl ether / 1 h / 0 °C

10: pyridine / 0 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; diisobutylaluminum hydride; triethylamine; sodium iodide; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 104705-91-1,107794-79-6
[(2S,4S,6R,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-acetaldehyde

: 113016-73-2
(2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 7 steps

1: CH₂Cl₂ / 0 deg C, then room temp. overnight

2: 60 percent / di-isobutylaluminium hydride / tetrahydrofuran; diethyl ether / 1 h / -78 °C / -78 deg C --> room temp., overnight

3: triethylamine, dimethylaminopyridine / CH₂Cl₂ / 0 °C

4: sodium iodide / tetrahydrofuran / 12 h

5: 80 percent / tetrahydrofuran / -20 °C

6: lithium aluminium hydride / diethyl ether / 1 h / 0 °C

7: pyridine / 0 °C

With dmap; lithium aluminium tetrahydride; diisobutylaluminum hydride; triethylamine; sodium iodide; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane;

Reference yield:

: 107692-12-6
(2R,3S,6S,8R,10R)-(+)-10-diphenyl-t-butylsilyloxy-8-cyanomethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane

: 113016-73-2
(2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 8 steps

1: di-isobutylaluminium hydride / CH₂Cl₂ / 5 h / Ambient temperature; 1.) -78 deg C --> room temp., 1 h

2: CH₂Cl₂ / 0 deg C, then room temp. overnight

3: 60 percent / di-isobutylaluminium hydride / tetrahydrofuran; diethyl ether / 1 h / -78 °C / -78 deg C --> room temp., overnight

4: triethylamine, dimethylaminopyridine / CH₂Cl₂ / 0 °C

5: sodium iodide / tetrahydrofuran / 12 h

6: 80 percent / tetrahydrofuran / -20 °C

7: lithium aluminium hydride / diethyl ether / 1 h / 0 °C

8: pyridine / 0 °C

With dmap; lithium aluminium tetrahydride; diisobutylaluminum hydride; triethylamine; sodium iodide; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane;