4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal

Base Information

Chemical Name:4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal
CAS No.:333968-43-7
Molecular Formula:C₃₇H₇₀O₅Si₃
Molecular Weight:679.216
Hs Code.:

Synonyms:4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal

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Chemical Property of 4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal

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Technology Process of 4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal

There total 10 articles about 4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal 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:

: 333968-41-5
4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}-1-butanol

: 333968-43-7
4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃; for 0.75h;
DOI:10.1021/ol015613a

Reference yield:

: (2R,3R,4R)-2-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-butyl]-cyclopentanol

: 333968-43-7
4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal

Guidance literature:: Multi-step reaction with 3 steps

1: 2.43 g / imidazole / dimethylformamide / 36 h / 20 °C

2: 89 percent / H₂ / Pd/C / ethyl acetate / 48 h / 20 °C

3: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.75 h / -78 - 0 °C

With 1H-imidazole; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 3: Swern oxidation;
DOI:10.1021/ol015613a

Reference yield:

: 150686-70-7
(R)-4-((tert-butyldimethylsilyl)oxy)-2-iodocyclopent-2-en-1-one

: 333968-43-7
4-{3,5-bis(tert-butyldimethylsilyloxy)-2-[3-(tert-butyldimethylsilyloxy)-4-phenoxybutyl]cyclopentyl}butanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

1.2: 70 percent / K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran; dimethylformamide; H₂O / 0.5 h / 20 °C

2.1: tert-BuLi; (2-thienyl)Cu(CN)Li / pentane; diethyl ether; tetrahydrofuran / -78 - -40 °C

2.2: 83 percent / diethyl ether; tetrahydrofuran; pentane / -78 - -20 °C

3.1: L-Selectride / tetrahydrofuran / 4 h / -78 °C

4.1: 2.43 g / imidazole / dimethylformamide / 36 h / 20 °C

5.1: 89 percent / H₂ / Pd/C / ethyl acetate / 48 h / 20 °C

6.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.75 h / -78 - 0 °C

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; hydrogen; tert.-butyl lithium; L-Selectride; dimethyl sulfoxide; thien-2-yl(cyano)copper lithium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; pentane; 6.1: Swern oxidation;
DOI:10.1021/ol015613a