(4S)-4-(benzyloxy)hept-6-enoic acid

Base Information

Chemical Name:(4S)-4-(benzyloxy)hept-6-enoic acid
CAS No.:1229358-29-5
Molecular Formula:C₁₄H₁₈O₃
Molecular Weight:234.295
Hs Code.:

Synonyms:(4S)-4-(benzyloxy)hept-6-enoic acid

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Chemical Property of (4S)-4-(benzyloxy)hept-6-enoic acid

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Technology Process of (4S)-4-(benzyloxy)hept-6-enoic acid

There total 8 articles about (4S)-4-(benzyloxy)hept-6-enoic acid 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: 84.0%

: 1229358-52-4
(4S)-4-(benzyloxy)hept-6-en-1-ol

: 1229358-29-5
(4S)-4-(benzyloxy)hept-6-enoic acid

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; DL-3-aminoisobutyric acid; In water; acetonitrile; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2010.03.102

Reference yield:

: 1229358-49-9
(S)-{[4-(benzyloxy)hept-6-en-1-yl]oxy}(tert-butyl)(dimethyl)silane

: 1229358-29-5
(4S)-4-(benzyloxy)hept-6-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: TEMPO; [bis(acetoxy)iodo]benzene / water; acetonitrile / 3 h / 20 °C / Inert atmosphere

With TEMPO; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; In tetrahydrofuran; water; acetonitrile;
DOI:10.1002/hlca.201000416

Reference yield:

: 197229-91-7
(2S)-5-{[(tert-butyl)(dimethyl)silyl]oxy}pentane-1,2-diol

: 1229358-29-5
(4S)-4-(benzyloxy)hept-6-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / methanol / 2 h / Inert atmosphere

3.1: copper(l) iodide / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

4.2: 4 h / 0 - 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

6.1: TEMPO; [bis(acetoxy)iodo]benzene / water; acetonitrile / 3 h / 20 °C / Inert atmosphere

With copper(l) iodide; TEMPO; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 3.1: Grignard reaction;
DOI:10.1002/hlca.201000416