(3S,4S,5R)-3-Methyl-4--5-undecyl-4,5-dihydro-2(3H)-furanone

Base Information

Chemical Name:(3S,4S,5R)-3-Methyl-4--5-undecyl-4,5-dihydro-2(3H)-furanone
CAS No.:157497-28-4
Molecular Formula:C₃₅H₄₄O₂S₃
Molecular Weight:592.931
Hs Code.:

(3S,4S,5R)-3-Methyl-4-<tris(phenylthio)methyl>-5-undecyl-4,5-dihydro-2(3H)-furanone

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S,5R)-3-Methyl-4--5-undecyl-4,5-dihydro-2(3H)-furanone

Chemical Property:

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Technology Process of (3S,4S,5R)-3-Methyl-4--5-undecyl-4,5-dihydro-2(3H)-furanone

There total 9 articles about (3S,4S,5R)-3-Methyl-4--5-undecyl-4,5-dihydro-2(3H)-furanone 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: 84.0%

: 14572-78-2
lithium tris(phenylthio)methanide

: 157497-27-3
(5R)-5-undecyl-2,5-dihydro-2-furanone

: 74-88-4
methyl iodide

: 157497-28-4
(3S,4S,5R)-3-Methyl-4--5-undecyl-4,5-dihydro-2(3H)-furanone

Guidance literature:: DOI:10.1016/S0040-4039(00)73129-7

Reference yield:

: 152442-10-9
(4R,5R)-4,5-dihydro-4-hydroxy-5-iodomethyl-2(3H)-furanone

: 157497-28-4
(3S,4S,5R)-3-Methyl-4--5-undecyl-4,5-dihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) CuBr*Me₂S / 1.) THF, 2.) THF, r.t.

2: 84 percent / pyridine / benzene / Ambient temperature

3: 81 percent / NH₃ / methanol / Ambient temperature

4: n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 2 h, 2.) -78 deg C, 2 h

5: tetrahydrofuran; hexamethylphosphoric acid triamide / 24 h / Ambient temperature

With pyridine; n-butyllithium; copper(I) bromide dimethylsulfide complex; ammonia; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; benzene;
DOI:10.1021/jo00122a051

Reference yield:

: 157497-24-0
(4R,5R)-4-Hydroxy-5-undecyl-4,5-dihydro-2(3H)-furanone

: 157497-28-4
(3S,4S,5R)-3-Methyl-4--5-undecyl-4,5-dihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / pyridine / benzene / Ambient temperature

2: 81 percent / NH₃ / methanol / Ambient temperature

3: n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 2 h, 2.) -78 deg C, 2 h

4: tetrahydrofuran; hexamethylphosphoric acid triamide / 24 h / Ambient temperature

With pyridine; n-butyllithium; ammonia; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; benzene;
DOI:10.1021/jo00122a051