3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

Base Information

Chemical Name:3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile
CAS No.:345641-52-3
Molecular Formula:C₃₀H₄₄N₂O₆SeSi
Molecular Weight:635.735
Hs Code.:

3-[4-[1-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

Synonyms:3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

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Chemical Property of 3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

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Technology Process of 3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

There total 14 articles about 3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile 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: 81.0%

: 51694-22-5
ortho-nitrophenyl selenocyanate

: 304457-11-2
3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

: 345641-52-3
3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

Guidance literature:: With pyridine; tributylphosphine; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1021/ja010313+

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 345641-52-3
3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

2.1: H₂O / diethyl ether

2.2: 93 percent / LiBH₄ / diethyl ether / 0 - 20 °C

3.1: 81 percent / tributylphosphine; pyridine / tetrahydrofuran / 6 h / 20 °C

With pyridine; 2,6-dimethylpyridine; tributylphosphine; water; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja010313+

Reference yield:

: 6414-07-9
(2,5,5-Trimethyl-[1,3]dioxan-2-yl)-acetic acid methyl ester

: 345641-52-3
3-[4-[1-(tert-butyl-dimethyl-silanyloxy)-3-(2-nitro-phenylselanyl)-propyl]-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-furan-3-yl]-propionitrile

Guidance literature:: Multi-step reaction with 12 steps

1.1: 62 percent / aq. ammonia / 96 h / 20 °C

2.1: 26 percent / 2,6-lutidine / toluene / 30 h / Heating

3.1: 26 percent / 2,6-lutidine; hydroquinone / 1,2,3,4-tetrahydro-naphthalene / 39 h / 205 - 208 °C

4.1: 91 percent / NaBH₄ / ethanol / 6 h / 20 °C

5.1: 72 percent / methanesulfonyl bromide; triethylamine / CH₂Cl₂ / 46 h / 0 °C

6.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

6.2: 64 percent / tetrahydrofuran; hexane / 0.25 h / 0 °C

7.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

8.1: 95 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

9.1: tin triflate; N-ethylpiperidine / CH₂Cl₂ / 4 h / -50 - -40 °C

9.2: 80 percent / CH₂Cl₂ / 2 h / -78 °C

10.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

11.1: H₂O / diethyl ether

11.2: 93 percent / LiBH₄ / diethyl ether / 0 - 20 °C

12.1: 81 percent / tributylphosphine; pyridine / tetrahydrofuran / 6 h / 20 °C

With 1-ethyl-piperidine; pyridine; 2,6-dimethylpyridine; ammonium hydroxide; sodium tetrahydroborate; n-butyllithium; tin trifluoromethanesulfonate; oxalyl dichloride; tributylphosphine; methanesulfonyl bromide; tetrabutyl ammonium fluoride; water; dimethyl sulfoxide; triethylamine; hydroquinone; In tetrahydrofuran; tetralin; diethyl ether; ethanol; hexane; dichloromethane; toluene; 8.1: Swern oxidation;
DOI:10.1021/ja010313+