(S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate

Base Information

Chemical Name:(S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate
CAS No.:1601468-14-7
Molecular Formula:C₂₁H₃₀O₅
Molecular Weight:362.466
Hs Code.:

Synonyms:(S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate

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Chemical Property of (S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate

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Technology Process of (S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate

There total 7 articles about (S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate 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: 78.0%

: 111192-54-2
3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propionic acid

: 334976-37-3
(S)-6-(benzyloxy)hex-1-en-3-ol

: 1601468-14-7
(S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.tet.2014.03.028

Reference yield:

: 36326-38-2,917877-01-1
3-<(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl>prop-2-enoic acid ethyl ester

: 1601468-14-7
(S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 3 h / 20 °C

2: water; lithium hydroxide / methanol / 14 h / 0 - 20 °C

3: dicyclohexyl-carbodiimide; dmap / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

With dmap; palladium 10% on activated carbon; water; hydrogen; dicyclohexyl-carbodiimide; lithium hydroxide; In methanol; dichloromethane; ethyl acetate; 3: |Steglich Esterification;
DOI:10.1016/j.tet.2014.03.028

Reference yield:

: 158010-31-2
(2S)-1,2-O-isopropylidene-5-O-benzylpentane-1,2,5-triol

: 1601468-14-7
(S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; water / 12 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C / Inert atmosphere

2.2: 0.75 h / 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 2 h / -40 - 20 °C / Inert atmosphere

4.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

With dmap; n-butyllithium; water; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; mineral oil; 4.1: |Steglich Esterification;
DOI:10.1016/j.tet.2014.03.028