(2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

Base Information

Chemical Name:(2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide
CAS No.:609828-32-2
Molecular Formula:C₁₇H₂₅NO₄
Molecular Weight:307.39
Hs Code.:

Synonyms:(2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

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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 (2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

Chemical Property:

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Technology Process of (2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

There total 1 articles about (2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide 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:

: 89046-67-3
(2S,3R)-2-methyl-1-(phenylmethoxy)hex-5-en-3-ol

: 609828-32-2
(2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 99 percent / imidazole / CH₂Cl₂ / 3 h

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

2.3: 86 percent / CH₂Cl₂ / 6 h / Heating

With 1H-imidazole; ozone; In dichloromethane;
DOI:10.1021/ja027638q

Reference yield: 76.0%

: 100-52-7
benzaldehyde

: 609828-32-2
(2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

: 609828-34-4
2-{6-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]-(4S,2R,6R)-2-phenyl-(1,3-dioxan-4-yl)}-N-methoxy-N-methylacetamide

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at 0 ℃; for 1.16667h;
DOI:10.1021/ja027638q

Reference yield:

: 609828-32-2
(2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

: 609828-38-8
1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.17 h / 0 °C

2: zinc(II) triflate; sodium bicarbonate; EtSH / CH₂Cl₂ / 20 h

3: 496 mg / PPTS / CH₂Cl₂ / 14 h

4: 92 percent / MeLi / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

With methyllithium; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ethanethiol; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja027638q