(5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-one

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Chemical Name:(5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-one
CAS No.:858129-49-4
Molecular Formula:C₂₂H₃₃NO₂
Molecular Weight:343.51
Hs Code.:

Synonyms:(5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-one

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Chemical Property of (5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-one

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Technology Process of (5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-one

There total 2 articles about (5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-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:

: 858129-48-3
syn-(R_S,5S,6R)-(-)-N-(p-toluenesulfinyl)-6-amino-5-ethylnonan-4-one

: 69152-87-0
4-benzyloxycrotonaldehyde

: 858129-49-4
(5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-one

Guidance literature:: syn-(R_S,5S,6R)-(-)-N-(p-toluenesulfinyl)-6-amino-5-ethylnonan-4-one; With trifluoroacetic acid; In methanol; at 20 ℃; for 2h;

4-benzyloxycrotonaldehyde; With magnesium sulfate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ja051452k

Reference yield:

: 123-19-3
4-heptanone

: 858129-49-4
(5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazide / diethyl ether; tetrahydrofuran / 1 h / -78 °C

1.2: 78 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

2.1: TFA / methanol / 2 h / 20 °C

2.2: MgSO₄ / CH₂Cl₂ / 2 h / 20 °C

With trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1021/ja051452k

Reference yield:

: 858129-49-4
(5S,6R)-6-[(E)-4-Benzyloxy-but-2-en-(E)-ylideneamino]-5-ethyl-nonan-4-one

: 858129-60-9
Thiocarbonic acid O-((5R,6S,7S,8S,8aS)-6,8-diethyl-5-propyl-octahydro-indolizin-7-yl) ester O-phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 0.041 g / p-toluenesulfonic acid monohydrate / benzene / 40 h / 20 °C

2: H₂; water / Pd/C / methanol / 8 h / 20 °C

3: CBr₄; PPh₃ / CH₂Cl₂ / 2 h / 20 °C

4: 0.015 g / Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

5: 90 percent / NaBH₄ / methanol / 2 h / -78 °C

6: 55 percent / pyridine / 24 h / 20 °C

With pyridine; sodium tetrahydroborate; carbon tetrabromide; water; hydrogen; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; palladium on activated charcoal; In methanol; dichloromethane; benzene;
DOI:10.1021/ja051452k