2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl ester
CAS No.:163882-24-4
Molecular Formula:C₃₆H₅₄O₆Si
Molecular Weight:610.907
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl ester

There total 5 articles about 2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl 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: 73.0%

: 864778-45-0
di(3-pivaloyloxypropyl)zinc

: 163882-31-3
2,2-Dimethyl-propionic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-7-oxo-hept-5-enyl ester

: 163882-24-4
2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl ester

Guidance literature:: With titanium(IV) tetrabutoxide; (R,R)-1,2-di-(trifluoromethanesulfonamido)cyclohexane-Ti(O-iPr)2; In toluene; at -20 ℃; for 12h;
DOI:10.1016/S0040-4039(00)78200-1

Reference yield:

: 864778-45-0
di(3-pivaloyloxypropyl)zinc

: 163882-24-4
2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / Ti(O-iPr)4, chiral 1,2-di-(trifluoromethanesulfonamido)cyclohexane-Ti(O-iPr)2 catalyst / toluene / 12 h / -45 - -25 °C

2: imidazole / dimethylformamide

3: TFA, H₂O / tetrahydrofuran

4: N-methylmorpholine N-oxide, Pr₄NRuO₄ cat. / CH₂Cl₂

5: 73 percent / Ti(O-tBu)4, (R,R)-1,2-di-(trifluoromethanesulfonamido)cyclohexane-Ti(O-iPr)2 catalyst / toluene / 12 h / -20 °C

With 1H-imidazole; titanium(IV) isopropylate; titanium(IV) tetrabutoxide; tetrapropylammonium perruthennate; (R,R)-1,2-di-(trifluoromethanesulfonamido)cyclohexane-Ti(O-iPr)2; chiral 1,2-di-(trifluoromethanesulfonamido)cyclohexane-Ti(O-iPr)2 catalyst; water; 4-methylmorpholine N-oxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)78200-1

Reference yield:

: 163882-00-6
(4S)-(E)-4-hydroxy-7-triisopropylsiloxy-5-heptenyl pivalate

: 163882-24-4
2,2-Dimethyl-propionic acid (E)-(4S,7S)-4-(tert-butyl-diphenyl-silanyloxy)-10-(2,2-dimethyl-propionyloxy)-7-hydroxy-dec-5-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / dimethylformamide

2: TFA, H₂O / tetrahydrofuran

3: N-methylmorpholine N-oxide, Pr₄NRuO₄ cat. / CH₂Cl₂

4: 73 percent / Ti(O-tBu)4, (R,R)-1,2-di-(trifluoromethanesulfonamido)cyclohexane-Ti(O-iPr)2 catalyst / toluene / 12 h / -20 °C

With 1H-imidazole; titanium(IV) tetrabutoxide; tetrapropylammonium perruthennate; (R,R)-1,2-di-(trifluoromethanesulfonamido)cyclohexane-Ti(O-iPr)2; water; 4-methylmorpholine N-oxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)78200-1