(2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal

Base Information

Chemical Name:(2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal
CAS No.:293745-26-3
Molecular Formula:C₁₆H₂₄O₃S
Molecular Weight:296.431
Hs Code.:

Synonyms:(2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal

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Chemical Property of (2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal

Chemical Property:

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Technology Process of (2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal

There total 8 articles about (2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal 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:

: 293745-33-2
((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene

: 293745-26-3
(2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; acetic acid; for 30h; Yield given; Ambient temperature;
DOI:10.1016/0040-4039(96)01270-1

Reference yield:

: (2R,3R,4R)-3-methoxy-2,4-dimethyl-5-(phenylthio)pentan-1-ol

: 293745-26-3
(2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / oxalyl chloride, DMSO, DIPEA / CH₂Cl₂

2: ZnI₂ / acetonitrile / 14 h / Ambient temperature

3: DIBA-H / CH₂Cl₂ / 1 h / -78 °C / pH₄ tartaric-buffer work-up

4: PPTS / methanol / 14 h / Ambient temperature

5: 1N TBAF / tetrahydrofuran / 14 h / Ambient temperature

6: KH / tetrahydrofuran / 0.5 h / Ambient temperature

7: 2N HCl / tetrahydrofuran; acetic acid; H₂O / 30 h / Ambient temperature

With hydrogenchloride; oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/0040-4039(96)01270-1

Reference yield:

: (2S,3R,4R)-3-methoxy-2,4-dimethyl-5-(phenylthio)pentanal

: 293745-26-3
(2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal

Guidance literature:: Multi-step reaction with 6 steps

1: ZnI₂ / acetonitrile / 14 h / Ambient temperature

2: DIBA-H / CH₂Cl₂ / 1 h / -78 °C / pH₄ tartaric-buffer work-up

3: PPTS / methanol / 14 h / Ambient temperature

4: 1N TBAF / tetrahydrofuran / 14 h / Ambient temperature

5: KH / tetrahydrofuran / 0.5 h / Ambient temperature

6: 2N HCl / tetrahydrofuran; acetic acid; H₂O / 30 h / Ambient temperature

With hydrogenchloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium hydride; diisobutylaluminium hydride; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/0040-4039(96)01270-1