(4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene

Base Information

Chemical Name:(4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene
CAS No.:1407517-43-4
Molecular Formula:C₃₁H₅₂O₂Si₃
Molecular Weight:541.009
Hs Code.:

Synonyms:(4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene

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

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Chemical Property of (4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene

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Technology Process of (4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene

There total 6 articles about (4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene 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: 40.0%

: 1407517-42-3
(4R)-2-bromo-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-1-pentene

: 13170-43-9
(trimethylsilyl)methylmagnesium chloride

: 1407517-43-4
(4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene

Guidance literature:: With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; diethyl ether; for 3h; Reflux;
DOI:10.1039/c2ob25766a

Reference yield:

: 92886-86-7
tert-butyldiphenylsilyl triflate

: 1407517-43-4
(4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 3 h / 20 °C

2.1: tert.-butyl lithium / hexane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

2.2: 1.33 h / -78 - 0 °C / Inert atmosphere

3.1: methanol; potassium carbonate / 3 h / 20 °C

4.1: B-Br-9-BBN / dichloromethane / 0 - 20 °C / Inert atmosphere

5.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 20 °C

6.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / diethyl ether; tetrahydrofuran / 3 h / Reflux

With 1H-imidazole; 2,6-dimethylpyridine; B-Br-9-BBN; methanol; dmap; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); tert.-butyl lithium; potassium carbonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2ob25766a

Reference yield:

: 107033-46-5
(R)-(tert-butyldiphenylsilyloxy)methyloxirane

: 1407517-43-4
(4R)-4-triethylsilanyloxy-5-tert-butyldiphenylsilanyloxy-2-trimethylsilylmethyl-1-pentene

Guidance literature:: Multi-step reaction with 5 steps

1.1: tert.-butyl lithium / hexane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

1.2: 1.33 h / -78 - 0 °C / Inert atmosphere

2.1: methanol; potassium carbonate / 3 h / 20 °C

3.1: B-Br-9-BBN / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 20 °C

5.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / diethyl ether; tetrahydrofuran / 3 h / Reflux

With 2,6-dimethylpyridine; B-Br-9-BBN; methanol; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); tert.-butyl lithium; potassium carbonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1039/c2ob25766a