(R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile

Base Information

• Chemical Name: (R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile
• CAS No.: 1345024-04-5
• Molecular Formula: C₂₂H₂₅NO₂Si
• Molecular Weight: 363.532
• Mol file: 1345024-04-5.mol

Synonyms:(R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile

Chemical Property of (R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile

There total 6 articles about (R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile 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: 83.0%

(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate (1345023-89-3) → (R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile (1345024-04-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 96h; Inert atmosphere;

DOI:10.1021/jo201716c

Reference yield:

C23H29NO5SSi → (R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile (1345024-04-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo201716c

Reference yield:

C21H28O4Si → (R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-4,5-dihydrofuran-2-carbonitrile (1345024-04-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / Inert atmosphere

2: boron trifluoride diethyl etherate / acetonitrile / 0.5 h / 0 - 20 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 96 h / Inert atmosphere

With pyridine; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1021/jo201716c

upstream raw materials:

(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate

(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile

C₂₅H₃₂O₆Si

tert-Butyl-[(R)-1-(2,3-dihydro-furan-3-yl)methoxy]-diphenyl-silane

Downstream raw materials:

(R)-methyl 4-(tert-butyldiphenylsilyloxymethyl)-4,5-dihydrofuran-2-carboxylate

((1S,4R,5S)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-oxabicyclo[3.1.0]hexan-1-yl)methanol

((1R,4R,5R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-oxabicyclo[3.1.0]hexan-1-yl)methanol

C₂₃H₂₈O₃Si