(E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide

Base Information

Chemical Name:(E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide
CAS No.:220588-75-0
Molecular Formula:C₃₀H₄₇NO₃
Molecular Weight:469.708
Hs Code.:

Synonyms:(E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide

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Chemical Property of (E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide

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Technology Process of (E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide

There total 6 articles about (E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide 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: 40.0%

: 122621-77-6
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 155295-64-0
(E)-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenoic acid

: 220588-75-0
(E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 1h;
DOI:10.1016/S0968-0896(98)80011-4

Reference yield:

: 6052-66-0,112370-40-8,123877-73-6
1-phenyl-3-buten-2-ol

: 220588-75-0
(E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,5-hexadiene; SOBr₂ / 1,2-dichloro-ethane / 1.5 h / 0 °C

2.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 56 percent / DMPU / hexane; tetrahydrofuran / 2.75 h / -78 - 0 °C

3.1: 92 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 19 h / 0 - 25 °C

4.1: 40 percent / i-Pr₂NEt; BOP*PF₆ / acetonitrile / 1 h / 20 °C

With lithium hydroxide; sulfurous dibromide; n-butyllithium; 1,5-Hexadien; dihydrogen peroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; water; 1,2-dichloro-ethane; acetonitrile; 1.1: Substitution / 2.1: Metallation / 2.2: Alkylation / 3.1: Hydrolysis / 4.1: Acylation;
DOI:10.1016/S0968-0896(98)80011-4

Reference yield:

: 40734-75-6
(E)-(4-bromobut-2-en-1-yl)benzene

: 220588-75-0
(E)-N-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-2(R)-(cyclopropylmethyl)-6-phenyl-4-hexenamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 56 percent / DMPU / hexane; tetrahydrofuran / 2.75 h / -78 - 0 °C

2.1: 92 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 19 h / 0 - 25 °C

3.1: 40 percent / i-Pr₂NEt; BOP*PF₆ / acetonitrile / 1 h / 20 °C

With lithium hydroxide; n-butyllithium; dihydrogen peroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; water; acetonitrile; 1.1: Metallation / 1.2: Alkylation / 2.1: Hydrolysis / 3.1: Acylation;
DOI:10.1016/S0968-0896(98)80011-4