7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione

Base Information

Chemical Name:7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione
CAS No.:133129-90-5
Molecular Formula:C₁₈H₁₈OS
Molecular Weight:282.406
Hs Code.:

Synonyms:7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione

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Chemical Property of 7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione

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Technology Process of 7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione

There total 5 articles about 7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione 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: 61.0%

: 133129-83-6
O-2-(2-phenyl-1(Z)-propenyl)-2-(2-propynyl)-4-pentynyl S-methyl dithiocarbonate

: 133129-90-5
7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione

Guidance literature:: With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); In toluene; at 80 ℃; for 1h;
DOI:10.1021/jo00008a048

Reference yield:

: 115476-97-6
(E)-ethyl 4-phenylpent-2-enoate

: 133129-90-5
7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione

Guidance literature:: Multi-step reaction with 5 steps

1: 1) LDA, HMPA / 1) THF, -78 deg C, 15 min, 2) THF, 20 min

2: 1) LDA, HMPA / 1) THF, -78 deg C, 15 min, 2) THF, 20 min

3: LiAlH₄ / diethyl ether

4: 1) NaH / 1) THF, room temp., 1.5 h, 2) 2 h

5: 61 percent / Bu₃SnH / AIBN / toluene / 1 h / 80 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; tri-n-butyl-tin hydride; sodium hydride; lithium diisopropyl amide; 2,2'-azobis(isobutyronitrile); In diethyl ether; toluene;
DOI:10.1021/jo00008a048

Reference yield:

: 133129-98-3
(Z)-4-Phenyl-2,2-di-prop-2-ynyl-pent-3-enoic acid ethyl ester

: 133129-90-5
7-methylene-8-methyl-8-phenyl-5-(2-propynyl)-3-oxabicyclo<3.3.0>octane-2-thione

Guidance literature:: Multi-step reaction with 3 steps

1: LiAlH₄ / diethyl ether

2: 1) NaH / 1) THF, room temp., 1.5 h, 2) 2 h

3: 61 percent / Bu₃SnH / AIBN / toluene / 1 h / 80 °C

With lithium aluminium tetrahydride; tri-n-butyl-tin hydride; sodium hydride; 2,2'-azobis(isobutyronitrile); In diethyl ether; toluene;
DOI:10.1021/jo00008a048