3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-yl]propionitrile

Base Information

Chemical Name:3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-yl]propionitrile
CAS No.:934389-31-8
Molecular Formula:C₂₈H₃₇NO₄Si
Molecular Weight:479.692
Hs Code.:

Synonyms:3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-yl]propionitrile

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Chemical Property of 3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-yl]propionitrile

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Technology Process of 3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-yl]propionitrile

There total 7 articles about 3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-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: 93.0%

: 934389-30-7
5-(tert-butyldiphenylsilanyloxy)-6,7-O-isopropylidene-1-oxaspiro[2.5]octane

: 75-05-8,26809-02-9
acetonitrile

: 934389-31-8
3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-yl]propionitrile

Guidance literature:: acetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

5-(tert-butyldiphenylsilanyloxy)-6,7-O-isopropylidene-1-oxaspiro[2.5]octane; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/ol062993x

Reference yield:

: 934389-52-3
methanesulfonic acid 7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ylmethyl ester

: 934389-31-8
3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-yl]propionitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / LiHMDS / tetrahydrofuran / 0.5 h / 0 - 20 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 93 percent / tetrahydrofuran / -78 - 20 °C

With lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ol062993x

Reference yield:

: 77-95-2
D-(-)-quinic acid

: 934389-31-8
3-[7-(tert-butyldiphenylsilanyloxy)-5-hydroxy-2,2-dimethyl-hexahydrobenzo[1,3]dioxol-5-yl]propionitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: benzene / Heating

2.1: MeOH

3.1: 100 percent / i8midazole / CH₂Cl₂ / 0 - 20 °C

4.1: LiBH₄ / ethanol

5.1: pyridine

6.1: 85 percent / LiHMDS / tetrahydrofuran / 0.5 h / 0 - 20 °C

7.1: LDA / tetrahydrofuran / 1 h / -78 °C

7.2: 93 percent / tetrahydrofuran / -78 - 20 °C

With pyridine; 1H-imidazole; methanol; lithium borohydride; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; benzene;
DOI:10.1021/ol062993x