9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate

Base Information

Chemical Name:9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate
CAS No.:1360571-02-3
Molecular Formula:C₄₉H₅₉O₅PSi
Molecular Weight:787.064
Hs Code.:

Synonyms:9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate

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Chemical Property of 9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate

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Technology Process of 9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate

There total 6 articles about 9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate 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: 88.0%

: 1360570-94-0
9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylen-1-phenylnonan-5-ol

: 17261-28-8
ortho-diphenylphosphinobenzoic acid

: 1360571-02-3
9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1002/chem.201100844

Reference yield:

: 104-53-0
3-phenyl-propionaldehyde

: 1360571-02-3
9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane / 144 h / 20 °C / Inert atmosphere

2.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 24 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

4.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 0.08 h / -50 °C / Inert atmosphere

5.1: diethyl ether / -20 °C / Inert atmosphere

6.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane; 1.1: Baylis-Hillman reaction / 4.1: Swern oxidation;
DOI:10.1002/chem.201100844

Reference yield:

: 1226543-99-2
ethyl-3-hydroxy-2-methylene-5-phenylpentanoate

: 1360571-02-3
9-(4-methoxybenzyloxy)-3-(tert-butyldimethylsilyloxy)-4-methylene-1-phenylnonan-5-yl 2-(diphenylphosphanyl)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 24 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 0.08 h / -50 °C / Inert atmosphere

4.1: diethyl ether / -20 °C / Inert atmosphere

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere

With dmap; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane; 3.1: Swern oxidation;
DOI:10.1002/chem.201100844