(R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester

Base Information

Chemical Name:(R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester
CAS No.:212124-41-9
Molecular Formula:C₃₁H₄₆F₂O₅SSi
Molecular Weight:596.852
Hs Code.:

(R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester

Synonyms:(R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester

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Chemical Property of (R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester

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Technology Process of (R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester

There total 7 articles about (R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl 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: 90.0%

: 1005-56-7
phenylcarbonochloridothioate

: 212123-96-1
(R)-2,2-Difluoro-3-hydroxy-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-hexanoic acid ethyl ester

: 212124-41-9
(R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester

Guidance literature:: With pyridine; In dichloromethane; for 20h; Ambient temperature;
DOI:10.1021/jm980031t

Reference yield:

: 93489-59-9
[1R-(3aβ(S*),7β,7aα)]-β,3a-dimethyl-4-hydroxy-(3a,4,5,6,7,7a)hexahydro-1H-indene-1-ethanol

: 212124-41-9
(R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / 0 °C

2: 86 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

3: 87 percent / dimethylsulfoxide / 3 h / 65 °C

4: 85 percent / diisobutylaluminum hydride / toluene / 0.33 h / 0 °C

5: 1.) Zn / 1.) THF, reflux, 20 min, 2.) THF, reflux, 20 min

6: 90 percent / pyridine / CH₂Cl₂ / 20 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; dmap; diisobutylaluminium hydride; zinc; In dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm980031t

Reference yield:

: 93489-58-8
(3aR,4S,7aS)-(Z)-1-ethylidene-7a-methyloctahydro-1H-4-indenol

: 212124-41-9
(R)-2,2-Difluoro-5-((3aR,4S,7aS)-7a-methyl-4-triethylsilanyloxy-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-3-phenoxythiocarbonyloxy-hexanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) dimethylaluminum chloride / 1.) CH₂Cl₂, hexane, -78 deg C, 30 min, 2.) CH₂Cl₂, hexane, -40 deg C, 16 h

2: 93 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / 0 °C

3: 86 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

4: 87 percent / dimethylsulfoxide / 3 h / 65 °C

5: 85 percent / diisobutylaluminum hydride / toluene / 0.33 h / 0 °C

6: 1.) Zn / 1.) THF, reflux, 20 min, 2.) THF, reflux, 20 min

7: 90 percent / pyridine / CH₂Cl₂ / 20 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; dmap; dimethylaluminum chloride; diisobutylaluminium hydride; zinc; In dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm980031t