((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane

Base Information

Chemical Name:((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane
CAS No.:936910-27-9
Molecular Formula:C₂₆H₃₈S
Molecular Weight:382.654
Hs Code.:

Synonyms:((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane

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Chemical Property of ((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane

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Technology Process of ((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane

There total 7 articles about ((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane 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: 86.0%

: 936910-26-8
(2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-en-1-ol

: 882-33-7
diphenyldisulfane

: 936910-27-9
((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane

Guidance literature:: With pyridine; tributylphosphine; at 20 ℃;
DOI:10.1016/j.tet.2007.01.076

Reference yield:

: 936834-88-7
((2E,6E)-8-(benzyloxy)-2,6-dimethyl-1-(1-phenylthio)octa-2,6-dienyl)trimethylsilane

: 936910-27-9
((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium naphthalenide / tetrahydrofuran / 1.5 h / -78 °C

1.2: tetrahydrofuran / 1 h / -78 °C

1.3: 97 mg / BF₃*Et₂O / CH₂Cl₂ / 2 h / -78 °C

2.1: 90 percent / DMAP / toluene / 65 °C

3.1: 67 percent / azobisisobutyronitrile; Bu₃SnH / toluene / 111 °C

4.1: 75 percent / Li; EtNH₂ / tetrahydrofuran / 4 h / -78 °C

5.1: 86 percent / tri-n-butylphosphine; pyridine / 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride; lithium; ethylamine; naphthalen-1-yl-lithium; In tetrahydrofuran; toluene;
DOI:10.1016/j.tet.2007.01.076

Reference yield:

: 5-((E)-5-(benzyloxy)-3-methylpent-3-enyl)-1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalene

: 936910-27-9
((2E)-5-(1,2,3,4,4a,5,8,8a-octahydro-1,1,4a,6-tetramethylnaphthalen-5-yl)-3-methylpent-2-enyl)(phenyl)sulfane

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / Li; EtNH₂ / tetrahydrofuran / 4 h / -78 °C

2: 86 percent / tri-n-butylphosphine; pyridine / 20 °C

With pyridine; tributylphosphine; lithium; ethylamine; In tetrahydrofuran;
DOI:10.1016/j.tet.2007.01.076