2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester
CAS No.:1026961-20-5
Molecular Formula:C₅₁H₇₆O₆Si₂
Molecular Weight:841.332
Hs Code.:

2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester

There total 18 articles about 2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-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:

: 934672-43-2
(E)-4-methyl-6-phenylhex-4-enal

: 1026961-20-5
2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: Sn(OTf)2; 1-ethylpiperidine / CH₂Cl₂

2.1: 2,6-lutidine / CH₂Cl₂

3.1: DIBAL-H / toluene

4.1: Sn(OTf)2; 1-ethylpiperidine / CH₂Cl₂

5.1: MeONHMe*HCl; AlMe₃ / CH₂Cl₂

5.2: 4-DMAP; pyridine / CH₂Cl₂ / 72 h / 20 °C

6.1: DIBAL-H / tetrahydrofuran / -78 °C

7.1: 46 percent / (R,R)-bisphosphoramide; DIPEA; TBAI / SiCl₄ / CH₂Cl₂ / 96 h / -40 °C

8.1: imidazole; 4-DMAP / dimethylformamide / 72 h / 20 °C

9.1: DIBAL-H / tetrahydrofuran / -78 - -50 °C

10.1: 2,4,6-collidine / 0 °C

With 1-ethyl-piperidine; 1H-imidazole; 2,6-dimethylpyridine; 2,4,6-trimethyl-pyridine; dmap; tin(II) trifluoromethanesulfonate; (R,R)-bisphosphoramide; trimethylaluminum; N,O-dimethylhydroxylamine*hydrochloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; tetrachlorosilane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-2006-926263

Reference yield:

: 345895-27-4
E-1-(tert-butyldimethylsilyloxy)-4-methyl-6-phenyl-4-hexene

: 1026961-20-5
2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: TBAF / tetrahydrofuran

2.1: Dess-Martin periodinane / CH₂Cl₂

3.1: Sn(OTf)2; 1-ethylpiperidine / CH₂Cl₂

4.1: 2,6-lutidine / CH₂Cl₂

5.1: DIBAL-H / toluene

6.1: Sn(OTf)2; 1-ethylpiperidine / CH₂Cl₂

7.1: MeONHMe*HCl; AlMe₃ / CH₂Cl₂

7.2: 4-DMAP; pyridine / CH₂Cl₂ / 72 h / 20 °C

8.1: DIBAL-H / tetrahydrofuran / -78 °C

9.1: 46 percent / (R,R)-bisphosphoramide; DIPEA; TBAI / SiCl₄ / CH₂Cl₂ / 96 h / -40 °C

10.1: imidazole; 4-DMAP / dimethylformamide / 72 h / 20 °C

11.1: DIBAL-H / tetrahydrofuran / -78 - -50 °C

12.1: 2,4,6-collidine / 0 °C

With 1-ethyl-piperidine; 1H-imidazole; 2,6-dimethylpyridine; 2,4,6-trimethyl-pyridine; dmap; tin(II) trifluoromethanesulfonate; (R,R)-bisphosphoramide; tetrabutyl ammonium fluoride; trimethylaluminum; N,O-dimethylhydroxylamine*hydrochloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; tetrachlorosilane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-2006-926263

Reference yield:

: (E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enal

: 1026961-20-5
2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: Sn(OTf)2; 1-ethylpiperidine / CH₂Cl₂

2.1: MeONHMe*HCl; AlMe₃ / CH₂Cl₂

2.2: 4-DMAP; pyridine / CH₂Cl₂ / 72 h / 20 °C

3.1: DIBAL-H / tetrahydrofuran / -78 °C

4.1: 46 percent / (R,R)-bisphosphoramide; DIPEA; TBAI / SiCl₄ / CH₂Cl₂ / 96 h / -40 °C

5.1: imidazole; 4-DMAP / dimethylformamide / 72 h / 20 °C

6.1: DIBAL-H / tetrahydrofuran / -78 - -50 °C

7.1: 2,4,6-collidine / 0 °C

With 1-ethyl-piperidine; 1H-imidazole; 2,4,6-trimethyl-pyridine; dmap; tin(II) trifluoromethanesulfonate; (R,R)-bisphosphoramide; trimethylaluminum; N,O-dimethylhydroxylamine*hydrochloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; tetrachlorosilane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-926263