(4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate

Base Information

Chemical Name:(4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate
CAS No.:1567376-23-1
Molecular Formula:C₄₂H₄₆O₆
Molecular Weight:646.824
Hs Code.:

Synonyms:(4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate

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Chemical Property of (4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate

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Technology Process of (4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate

There total 7 articles about (4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate 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:

: 1567376-14-0
C₂₇H₃₂O₅

: 1567376-23-1
(4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / dichloromethane / 1 h / 0 - 20 °C

2.1: sodium hydride / 3 h / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 °C

5.1: benzene / 2 h / 80 °C

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 - 20 °C / Inert atmosphere

7.1: B-chlorodiisopinocampheylborane / diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere

7.2: 3 h / -80 °C / Inert atmosphere

8.1: triethylamine; dmap / dichloromethane / Inert atmosphere

With 1H-imidazole; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; B-chlorodiisopinocampheylborane; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; benzene; 4.1: |Swern Oxidation / 5.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.12.061

Reference yield:

: 1567376-18-4
(2S,3R,4S,5S)-2,3,4,5-tetrakis(benzyloxy)hexanal

: 1567376-23-1
(4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: benzene / 2 h / 80 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 - 20 °C / Inert atmosphere

3.1: B-chlorodiisopinocampheylborane / diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 3 h / -80 °C / Inert atmosphere

4.1: triethylamine; dmap / dichloromethane / Inert atmosphere

With dmap; diisobutylaluminium hydride; triethylamine; B-chlorodiisopinocampheylborane; In diethyl ether; dichloromethane; toluene; benzene; 1.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.12.061

Reference yield:

: 1567376-16-2
C₄₀H₅₂O₅Si

: 1567376-23-1
(4R,5E,7R,8S,9S,10S)-7,8,9,10-tetrakis(benzyloxy)undeca-1,5-dien-4-yl acrylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

2.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 °C

3.1: benzene / 2 h / 80 °C

4.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 - 20 °C / Inert atmosphere

5.1: B-chlorodiisopinocampheylborane / diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere

5.2: 3 h / -80 °C / Inert atmosphere

6.1: triethylamine; dmap / dichloromethane / Inert atmosphere

With dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; B-chlorodiisopinocampheylborane; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; benzene; 2.1: |Swern Oxidation / 3.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.12.061