(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

Base Information

Chemical Name:(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate
CAS No.:1394236-78-2
Molecular Formula:C₂₆H₃₅ClO₃Si
Molecular Weight:459.101
Hs Code.:

Synonyms:(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

Suppliers and Price of (5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

There total 5 articles about (5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate 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: 70.0%

: (5R,2Z)-ethyl 5-[(tert-butyldimethylsilyl)oxy]-4,4-dichloro-5-phenylpent-2-enoate

: 1394236-78-2
(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

: 1394236-82-8
(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

Guidance literature:: With copper(l) cyanide; benzylmagnesium chloride; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 1.16667h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol301988d

Reference yield:

: (3R)-methyl 2,2-dichloro-3-hydroxy-3-phenylpropionate

: 1394236-78-2
(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

: 1394236-82-8
(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-dimethylpyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -78 °C / Inert atmosphere

3: lithium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 12.5 h / 0 - 20 °C / Inert atmosphere

4: copper(l) cyanide; benzylmagnesium chloride / tetrahydrofuran; diethyl ether / 1.17 h / -78 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; copper(l) cyanide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; lithium chloride; benzylmagnesium chloride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; acetonitrile; 3: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/ol301988d

Reference yield:

: C₁₅H₂₂Cl₂O₂Si

: 1394236-78-2
(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

: 1394236-82-8
(5R,3Z)-ethyl 2-benzyl-5-[(tert-butyldimethylsilyl)oxy]-4-chloro-5-phenylpent-3-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 12.5 h / 0 - 20 °C / Inert atmosphere

2: copper(l) cyanide; benzylmagnesium chloride / tetrahydrofuran; diethyl ether / 1.17 h / -78 - 20 °C / Inert atmosphere

With copper(l) cyanide; N-ethyl-N,N-diisopropylamine; lithium chloride; benzylmagnesium chloride; In tetrahydrofuran; diethyl ether; acetonitrile; 1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/ol301988d