(R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide

Base Information

Chemical Name:(R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide
CAS No.:1027297-75-1
Molecular Formula:C₂₆H₄₁NO₂
Molecular Weight:399.617
Hs Code.:

Synonyms:(R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide

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Chemical Property of (R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide

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Technology Process of (R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide

There total 11 articles about (R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide 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: 63.0%

: 131725-09-2
(R)-(+)-2-ethylpent-4-enoic acid

: 478309-10-3
(4R,5R)-5-Benzyloxy-4-ethyl-dec-9-enylamine

: 1027297-75-1
(R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide

Guidance literature:: (R)-(+)-2-ethylpent-4-enoic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; for 0.0833333h;

(4R,5R)-5-Benzyloxy-4-ethyl-dec-9-enylamine; In dichloromethane; for 12h;
DOI:10.1055/s-2002-34214

Reference yield:

: 94424-88-1
(2R,3R)-3-(ethyloxiran-2-yl)methanol

: 1027297-75-1
(R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaH / tetrahydrofuran / 0.5 h

1.2: 71 percent / tetrahydrofuran / 24 h

2.1: n-BuLi / tetrahydrofuran / 0.33 h

2.2: Me₃Al / tetrahydrofuran; heptane

2.3: 49 percent / BF₃*Et₂O / tetrahydrofuran; heptane / 2 h / -30 °C

3.1: 85 percent / H₂ / Pd/C / methanol / 2 h

4.1: NaH / tetrahydrofuran / 1 h / 0 °C

4.2: N-(2,4,6-triisopropylbenzenesulfonyl)imidazole / tetrahydrofuran / 1 h

5.1: CuI / 2 h / -30 °C

6.1: NaH / tetrahydrofuran / 0.5 h

6.2: 79 percent / tetrahydrofuran / 48 h

7.1: 75 percent / aq. (NH₄)2Ce(NO₃)6 / acetonitrile / 0.33 h / -20 °C

8.1: 60 percent / Ph₃P; DEAD / tetrahydrofuran / 12 h

9.1: 79 percent / ethylenediamine / ethanol; tetrahydrofuran / 4 h / 60 °C

10.1: DCC; HOBT / CH₂Cl₂ / 0.08 h

10.2: 63 percent / CH₂Cl₂ / 12 h

With copper(l) iodide; n-butyllithium; ammonium cerium(IV) nitrate; hydrogen; sodium hydride; benzotriazol-1-ol; ethylenediamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile; 8.1: Mitsunobu reaction;
DOI:10.1055/s-2002-34214

Reference yield:

: 478309-02-3
(2R,3R)-2-Benzyloxymethyl-3-ethyl-oxirane

: 1027297-75-1
(R)-2-Ethyl-pent-4-enoic acid ((4R,5R)-5-benzyloxy-4-ethyl-dec-9-enyl)-amide

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi / tetrahydrofuran / 0.33 h

1.2: Me₃Al / tetrahydrofuran; heptane

1.3: 49 percent / BF₃*Et₂O / tetrahydrofuran; heptane / 2 h / -30 °C

2.1: 85 percent / H₂ / Pd/C / methanol / 2 h

3.1: NaH / tetrahydrofuran / 1 h / 0 °C

3.2: N-(2,4,6-triisopropylbenzenesulfonyl)imidazole / tetrahydrofuran / 1 h

4.1: CuI / 2 h / -30 °C

5.1: NaH / tetrahydrofuran / 0.5 h

5.2: 79 percent / tetrahydrofuran / 48 h

6.1: 75 percent / aq. (NH₄)2Ce(NO₃)6 / acetonitrile / 0.33 h / -20 °C

7.1: 60 percent / Ph₃P; DEAD / tetrahydrofuran / 12 h

8.1: 79 percent / ethylenediamine / ethanol; tetrahydrofuran / 4 h / 60 °C

9.1: DCC; HOBT / CH₂Cl₂ / 0.08 h

9.2: 63 percent / CH₂Cl₂ / 12 h

With copper(l) iodide; n-butyllithium; ammonium cerium(IV) nitrate; hydrogen; sodium hydride; benzotriazol-1-ol; ethylenediamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile; 7.1: Mitsunobu reaction;
DOI:10.1055/s-2002-34214