(3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne

Base Information

Chemical Name:(3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne
CAS No.:1446944-85-9
Molecular Formula:C₂₄H₃₆O
Molecular Weight:340.549
Hs Code.:

Synonyms:(3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne

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Chemical Property of (3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne

Chemical Property:

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Technology Process of (3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne

There total 13 articles about (3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne 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: 83.0%

: 1446944-82-6
(4R,12R)-14-benzyloxy-4,12-dimethyl-7-tetradecynal

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1446944-85-9
(3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -50 - 20 ℃; for 4.5h; Inert atmosphere;

(4R,12R)-14-benzyloxy-4,12-dimethyl-7-tetradecynal; In tetrahydrofuran; hexane; at -65 - 20 ℃; Inert atmosphere;
DOI:10.1271/bbb.120436

Reference yield:

: 2385-77-5
(R)-Citronellal

: 1446944-85-9
(3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne

Guidance literature:: Multi-step reaction with 11 steps

1.1: lithium aluminium tetrahydride / diethyl ether

2.1: potassium tert-butylate / dimethyl sulfoxide

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane

4.1: periodic acid dihydrate / tetrahydrofuran / 1 h / 0 - 20 °C

5.1: lithium aluminium tetrahydride / diethyl ether

6.1: pyridine

7.1: sodium iodide / N,N-dimethyl-formamide

8.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / Reflux

9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane

10.1: periodic acid dihydrate / diethyl ether; tetrahydrofuran / 0 - 20 °C

11.1: n-butyllithium / hexane; tetrahydrofuran / 4.5 h / -50 - 20 °C / Inert atmosphere

11.2: -65 - 20 °C / Inert atmosphere

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; periodic acid dihydrate; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1271/bbb.120436

Reference yield:

: 5949-05-3
(S)-Citronellal

: 1446944-85-9
(3R,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium aluminium tetrahydride / diethyl ether

2.1: pyridine

3.1: sodium iodide / N,N-dimethyl-formamide

4.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 2 h / Reflux

5.1: potassium carbonate / methanol; water

6.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / Reflux

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane

8.1: periodic acid dihydrate / diethyl ether; tetrahydrofuran / 0 - 20 °C

9.1: n-butyllithium / hexane; tetrahydrofuran / 4.5 h / -50 - 20 °C / Inert atmosphere

9.2: -65 - 20 °C / Inert atmosphere

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; periodic acid dihydrate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1271/bbb.120436