2H-Pyran-2-acetic acid, 6-[(2S)-3-[(2R,3S,6S)-6-[(1R,2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl ]-2-hydroxy-1-[[2,4,6-tris(1-methylethyl)phenyl]seleno]ethyl]tetrahydro-3- methyl-2H-pyran-2-yl]-2-hydroxypropyl]-4-[[(1,1-dimethylethyl)dimethylsil yl]oxy]tetrahydro-, methyl ester, (2R,4R,6R)-

Base Information

Chemical Name:2H-Pyran-2-acetic acid, 6-[(2S)-3-[(2R,3S,6S)-6-[(1R,2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl ]-2-hydroxy-1-[[2,4,6-tris(1-methylethyl)phenyl]seleno]ethyl]tetrahydro-3- methyl-2H-pyran-2-yl]-2-hydroxypropyl]-4-[[(1,1-dimethylethyl)dimethylsil yl]oxy]tetrahydro-, methyl ester, (2R,4R,6R)-
CAS No.:488721-38-6
Molecular Formula:C₄₅H₇₈O₉SeSi
Molecular Weight:870.154
Hs Code.:

2H-Pyran-2-acetic acid,
6-[(2S)-3-[(2R,3S,6S)-6-[(1R,2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl
]-2-hydroxy-1-[[2,4,6-tris(1-methylethyl)phenyl]seleno]ethyl]tetrahydro-3-
methyl-2H-pyran-2-yl]-2-hydroxypropyl]-4-[[(1,1-dimethylethyl)dimethylsil
yl]oxy]tetrahydro-, methyl ester, (2R,4R,6R)-

Synonyms:

Suppliers and Price of 2H-Pyran-2-acetic acid, 6-[(2S)-3-[(2R,3S,6S)-6-[(1R,2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl ]-2-hydroxy-1-[[2,4,6-tris(1-methylethyl)phenyl]seleno]ethyl]tetrahydro-3- methyl-2H-pyran-2-yl]-2-hydroxypropyl]-4-[[(1,1-dimethylethyl)dimethylsil yl]oxy]tetrahydro-, methyl ester, (2R,4R,6R)-

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Chemical Property of 2H-Pyran-2-acetic acid, 6-[(2S)-3-[(2R,3S,6S)-6-[(1R,2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl ]-2-hydroxy-1-[[2,4,6-tris(1-methylethyl)phenyl]seleno]ethyl]tetrahydro-3- methyl-2H-pyran-2-yl]-2-hydroxypropyl]-4-[[(1,1-dimethylethyl)dimethylsil yl]oxy]tetrahydro-, methyl ester, (2R,4R,6R)-

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Technology Process of 2H-Pyran-2-acetic acid, 6-[(2S)-3-[(2R,3S,6S)-6-[(1R,2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl ]-2-hydroxy-1-[[2,4,6-tris(1-methylethyl)phenyl]seleno]ethyl]tetrahydro-3- methyl-2H-pyran-2-yl]-2-hydroxypropyl]-4-[[(1,1-dimethylethyl)dimethylsil yl]oxy]tetrahydro-, methyl ester, (2R,4R,6R)-

There total 20 articles about 2H-Pyran-2-acetic acid, 6-[(2S)-3-[(2R,3S,6S)-6-[(1R,2S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl ]-2-hydroxy-1-[[2,4,6-tris(1-methylethyl)phenyl]seleno]ethyl]tetrahydro-3- methyl-2H-pyran-2-yl]-2-hydroxypropyl]-4-[[(1,1-dimethylethyl)dimethylsil yl]oxy]tetrahydro-, methyl ester, (2R,4R,6R)- 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:

: 130248-05-4
2,4,6-triisopropylbenzene selenenyl bromide

: 488721-37-5
{(2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(E)-(2R,4R,5S,10R)-10-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4,10-trihydroxy-5-methyl-dec-8-enyl]-tetrahydro-pyran-2-yl}-acetic acid methyl ester

: 488721-38-6
[4-(tert-butyl-dimethyl-silanyloxy)-6-(3-{6-[2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-1-(2,4,6-triisopropyl-phenylselanyl)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-2-hydroxy-propyl)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

: [4-(tert-butyl-dimethyl-silanyloxy)-6-(3-{6-[2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-1-(2,4,6-triisopropyl-phenylselanyl)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-2-hydroxy-propyl)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1021/jo034964v

Reference yield:

: 488721-24-0
6-((E)-(S)-2-Hydroxy-pent-3-enyl)-2,2-dimethyl-[1,3]dioxin-4-one

: 488721-38-6
[4-(tert-butyl-dimethyl-silanyloxy)-6-(3-{6-[2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-1-(2,4,6-triisopropyl-phenylselanyl)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-2-hydroxy-propyl)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: 1 h / Heating

2.1: Et₃B / methanol; tetrahydrofuran / 0.33 h / -78 °C

2.2: NaBH₄ / methanol; tetrahydrofuran / 5 h / -78 °C

2.3: imidazole; DMAP / dimethylformamide / 12 h / 20 °C

3.1: 5.76 g / DIBAL-H / toluene / 0.5 h / -78 °C

4.1: LiCl; DBU / acetonitrile / 2 h / 20 °C

5.1: 1.97 g / TBAF / tetrahydrofuran / 0 - 20 °C

6.1: t-BuOK / tetrahydrofuran / 0.5 h / 0 °C

7.1: imidazole; DMAP / dimethylformamide / 20 h / 20 °C

8.1: 86 percent / PdCl₂; CuCl; air / dimethylformamide; H₂O / 48 h / 20 °C

9.1: (-)-B-chloro-diisopinocampheyl borane; Et₃N / diethyl ether / 3 h / 0 °C

9.2: 81 percent / diethyl ether / 24 h / -78 °C

10.1: 97 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 49 h / -40 - 0 °C

11.1: 92 percent / K₂CO₃ / 40 h / 20 °C

12.1: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 3 h / -78 °C

With 1H-imidazole; dmap; 2,6-di-tert-butyl-4-methylpyridine; air; triethyl borane; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (-)-diisopinocamphenylborane chloride; copper(l) chloride; lithium chloride; palladium dichloride; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: retro-Diels-Alder reaction / 8.1: Wacker oxidation;
DOI:10.1021/jo034964v

Reference yield:

: 488721-25-1
(E)-(S)-5-Hydroxy-3-oxo-oct-6-enoic acid butyl ester

: 488721-38-6
[4-(tert-butyl-dimethyl-silanyloxy)-6-(3-{6-[2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-1-(2,4,6-triisopropyl-phenylselanyl)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-2-hydroxy-propyl)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: Et₃B / methanol; tetrahydrofuran / 0.33 h / -78 °C

1.2: NaBH₄ / methanol; tetrahydrofuran / 5 h / -78 °C

1.3: imidazole; DMAP / dimethylformamide / 12 h / 20 °C

2.1: 5.76 g / DIBAL-H / toluene / 0.5 h / -78 °C

3.1: LiCl; DBU / acetonitrile / 2 h / 20 °C

4.1: 1.97 g / TBAF / tetrahydrofuran / 0 - 20 °C

5.1: t-BuOK / tetrahydrofuran / 0.5 h / 0 °C

6.1: imidazole; DMAP / dimethylformamide / 20 h / 20 °C

7.1: 86 percent / PdCl₂; CuCl; air / dimethylformamide; H₂O / 48 h / 20 °C

8.1: (-)-B-chloro-diisopinocampheyl borane; Et₃N / diethyl ether / 3 h / 0 °C

8.2: 81 percent / diethyl ether / 24 h / -78 °C

9.1: 97 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 49 h / -40 - 0 °C

10.1: 92 percent / K₂CO₃ / 40 h / 20 °C

11.1: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 3 h / -78 °C

With 1H-imidazole; dmap; 2,6-di-tert-butyl-4-methylpyridine; air; triethyl borane; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (-)-diisopinocamphenylborane chloride; copper(l) chloride; lithium chloride; palladium dichloride; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 7.1: Wacker oxidation;
DOI:10.1021/jo034964v