3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile

Base Information

Chemical Name:3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile
CAS No.:890659-23-1
Molecular Formula:C₃₂H₄₅NO₅Si
Molecular Weight:551.798
Hs Code.:

3-benzyloxy-2-benzyloxymethyl-2-[10-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile

Synonyms:3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile

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Chemical Property of 3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile

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Technology Process of 3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile

There total 10 articles about 3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-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%

: 3-Benzyloxy-2-benzyloxymethyl-2-((1R,4R)-4-hydroxy-3-oxo-cyclohexyl)-propionitrile

: 69739-34-0
t-butyldimethylsiyl triflate

: 107-21-1
ethylene glycol

: 890659-23-1
3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile

Guidance literature:: 3-Benzyloxy-2-benzyloxymethyl-2-((1R,4R)-4-hydroxy-3-oxo-cyclohexyl)-propionitrile; ethylene glycol; With chloro-trimethyl-silane; In dichloromethane; at 20 ℃;

t-butyldimethylsiyl triflate; With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃;
DOI:10.1016/j.tetlet.2006.02.160

Reference yield:

: 890659-18-4
C₁₉H₂₃NO₄

: 890659-23-1
3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / K₂CO₃ / tetrahydrofuran / 20 °C

2.1: 99 percent / imidazole / tetrahydrofuran / 20 °C

3.1: 95 percent / LiBH₄ / ethanol; diethyl ether / Heating

4.1: 99 percent / TBAF / tetrahydrofuran / 20 °C

5.1: 95 percent / NaH / dimethylformamide / 20 °C

6.1: 98 percent / PPTS / acetone; H₂O / Heating

7.1: NHMDS; TBDMSCl / tetrahydrofuran / 20 °C

7.2: NMO / OsO₄ / acetonitrile; H₂O / 20 °C

8.1: TMSCl / CH₂Cl₂ / 20 °C

8.2: 81 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

With 1H-imidazole; lithium borohydride; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; tert-butyldimethylsilyl chloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetlet.2006.02.160

Reference yield:

: 890659-20-8
C₁₈H₂₃NO₄

: 890659-23-1
3-benzyloxy-2-benzyloxymethyl-2-[10-(tert-butyl-dimethyl-silanyloxy)-1,4-dioxa-spiro[4.5]dec-7-yl]-propionitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / NaH / dimethylformamide / 20 °C

2.1: 98 percent / PPTS / acetone; H₂O / Heating

3.1: NHMDS; TBDMSCl / tetrahydrofuran / 20 °C

3.2: NMO / OsO₄ / acetonitrile; H₂O / 20 °C

4.1: TMSCl / CH₂Cl₂ / 20 °C

4.2: 81 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

With chloro-trimethyl-silane; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; tert-butyldimethylsilyl chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetlet.2006.02.160