(R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane

Base Information

Chemical Name:(R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane
CAS No.:1054820-39-1
Molecular Formula:C₃₇H₅₄O₄
Molecular Weight:562.833
Hs Code.:

Synonyms:(R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane

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Chemical Property of (R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane

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Technology Process of (R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane

There total 9 articles about (R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane 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:

: 84379-52-2
(2R,3R)-3-(benzyloxy)butane-1,2,4-triol

: 1054820-39-1
(R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / camphorsulfonic acid / tetrahydrofuran / 2 h / Heating

2.1: pyridinium chlorochroamte; sodium acetate / CH₂Cl₂ / 4 h / 20 °C

3.1: n-BuLi / diethyl ether; hexane / 1 h / -20 °C

3.2: 70 percent / diethyl ether; hexane / -20 - 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: 82 percent / L-Selectride / tetrahydrofuran / 1 h / -78 - 20 °C

6.1: NaH; TBAB / tetrahydrofuran / 3 h / Heating

With n-butyllithium; camphor-10-sulfonic acid; tetrabutylammomium bromide; sodium acetate; L-Selectride; sodium hydride; Dess-Martin periodane; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 4.1: Dess-Martin oxidation;
DOI:10.1021/jo0493065

Reference yield:

: 91326-83-9
(4S,5S)-dimethyl 2-phenyl-1,3-dioxolane-4,5-dicarboxylate

: 1054820-39-1
(R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / LiAlH₄; AlCl₃ / diethyl ether / 2 h / Heating

2.1: 91 percent / camphorsulfonic acid / tetrahydrofuran / 2 h / Heating

3.1: pyridinium chlorochroamte; sodium acetate / CH₂Cl₂ / 4 h / 20 °C

4.1: n-BuLi / diethyl ether; hexane / 1 h / -20 °C

4.2: 70 percent / diethyl ether; hexane / -20 - 20 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

6.1: 82 percent / L-Selectride / tetrahydrofuran / 1 h / -78 - 20 °C

7.1: NaH; TBAB / tetrahydrofuran / 3 h / Heating

With lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; camphor-10-sulfonic acid; tetrabutylammomium bromide; sodium acetate; L-Selectride; sodium hydride; Dess-Martin periodane; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 5.1: Dess-Martin oxidation;
DOI:10.1021/jo0493065

Reference yield:

: 25636-49-1
3,3-dimethoxypentane

: 1054820-39-1
(R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / camphorsulfonic acid / tetrahydrofuran / 2 h / Heating

2.1: pyridinium chlorochroamte; sodium acetate / CH₂Cl₂ / 4 h / 20 °C

3.1: n-BuLi / diethyl ether; hexane / 1 h / -20 °C

3.2: 70 percent / diethyl ether; hexane / -20 - 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: 82 percent / L-Selectride / tetrahydrofuran / 1 h / -78 - 20 °C

6.1: NaH; TBAB / tetrahydrofuran / 3 h / Heating

With n-butyllithium; camphor-10-sulfonic acid; tetrabutylammomium bromide; sodium acetate; L-Selectride; sodium hydride; Dess-Martin periodane; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 4.1: Dess-Martin oxidation;
DOI:10.1021/jo0493065