(2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide

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Chemical Name:(2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide
CAS No.:134847-94-2
Molecular Formula:C₂₃H₂₇NOSSi
Molecular Weight:393.625
Hs Code.:

Synonyms:(2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide

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Chemical Property of (2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide

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Technology Process of (2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide

There total 6 articles about (2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide 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: 85.0%

: 1035816-10-4
2-Phenyl-2-(2-trimethylsilanylethynyl-phenoxy)-cyclopropanecarbothioic acid dimethylamide

: 134847-94-2
(2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide

Guidance literature:: With Bis-(trimethylzinn)-benzpinakolat; In benzene; at 80 ℃;
DOI:10.1021/jo00015a008

Reference yield:

: 91805-61-7
2-bromophenyl benzoate

: 134847-94-2
(2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / tetrahydrofuran / 1 h / Ambient temperature

2: 1) CuSO₄; 2) Pd(OAc)2, P(o-tolyl)3 / 1) benzene, 80 deg; 2) Et₃N, 80 deg C

3: 65 percent / Me₃Al / benzene / 80 °C

4: 50 percent / 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide / tetrahydrofuran / 65 °C

5: 85 percent / bis(trimethylstannyl)benzpinacolate (Ph₂COSnMe₃)2 / benzene / 80 °C

With Lawessons reagent; palladium diacetate; trimethylaluminum; Bis-(trimethylzinn)-benzpinakolat; copper(II) sulfate; tris-(o-tolyl)phosphine; In tetrahydrofuran; benzene;
DOI:10.1021/jo00015a008

Reference yield:

: 134847-79-3
1-bromo-2-[1-phenylvinyloxy]benzene

: 134847-94-2
(2S,3aS)-3a-Phenyl-1-trimethylsilanyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-2-carbothioic acid dimethylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1) CuSO₄; 2) Pd(OAc)2, P(o-tolyl)3 / 1) benzene, 80 deg; 2) Et₃N, 80 deg C

2: 65 percent / Me₃Al / benzene / 80 °C

3: 50 percent / 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide / tetrahydrofuran / 65 °C

4: 85 percent / bis(trimethylstannyl)benzpinacolate (Ph₂COSnMe₃)2 / benzene / 80 °C

With Lawessons reagent; palladium diacetate; trimethylaluminum; Bis-(trimethylzinn)-benzpinakolat; copper(II) sulfate; tris-(o-tolyl)phosphine; In tetrahydrofuran; benzene;
DOI:10.1021/jo00015a008