(E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one

Base Information

Chemical Name:(E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one
CAS No.:147235-49-2
Molecular Formula:C₁₇H₂₄O₅S
Molecular Weight:340.441
Hs Code.:

Synonyms:(E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one

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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 (E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one

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Technology Process of (E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one

There total 8 articles about (E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one 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: 96.0%

: (E)-(4S,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-ol

: 147235-49-2
(E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one

Guidance literature:: With silica gel; pyridinium chlorochromate; In dichloromethane; at 18 ℃; for 4h;
DOI:10.1021/jo00058a053

Reference yield:

: 132016-59-2
(S)-(E)-4-methyl-1-(phenylsulfonyl)-1-penten-3-ol

: 147235-49-2
(E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / P₂O₅ / CHCl₃ / 2 h / Ambient temperature

3: KF / methanol / 1 h / Ambient temperature

4: 1) n-BuLi / 1) THF, hexane, -78 deg C, 30 min, 2) -78 deg C, 1 h

5: 81 percent / 6percent sodium amalgam, Na₂HPO₄ / ethanol / 2 h / Ambient temperature

6: 87 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

7: 82 percent / piperidine / CH₂Cl₂ / 12 h / -20 °C

8: 96 percent / PCC, silica gel / CH₂Cl₂ / 4 h / 18 °C

With piperidine; potassium fluoride; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; phosphorus pentoxide; silica gel; diisobutylaluminium hydride; pyridinium chlorochromate; In methanol; ethanol; dichloromethane; chloroform;
DOI:10.1021/jo00058a053

Reference yield:

: 147235-45-8
(3S,4S)-4-(methoxymethoxy)-3,5-dimethylhexanal

: 147235-49-2
(E)-(4R,5S)-1-Benzenesulfonyl-5-methoxymethoxy-4,6-dimethyl-hept-1-en-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / piperidine / CH₂Cl₂ / 12 h / -20 °C

2: 96 percent / PCC, silica gel / CH₂Cl₂ / 4 h / 18 °C

With piperidine; silica gel; pyridinium chlorochromate; In dichloromethane;
DOI:10.1021/jo00058a053