C₂₇H₃₂N₂O₄Si

Base Information

• Chemical Name: C₂₇H₃₂N₂O₄Si
• CAS No.: 1345024-36-3
• Molecular Formula: C₂₇H₃₂N₂O₄Si
• Molecular Weight: 476.648
• Mol file: 1345024-36-3.mol

Synonyms:

Chemical Property of C₂₇H₃₂N₂O₄Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₃₂N₂O₄Si

There total 12 articles about C₂₇H₃₂N₂O₄Si 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:

(E)-N-(((1R,4R,5R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-oxabicyclo[3.1.0]hexan-1-yl)carbamoyl)-3-methoxy-2-methylacrylamide (1345024-31-8) → C27H32N2O4Si (1345024-36-3)

Guidance literature:

With ammonium hydroxide; In ethanol; water; at 100 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/jo201716c

Reference yield:

tert-Butyl-[(R)-1-(2,3-dihydro-furan-3-yl)methoxy]-diphenyl-silane (287933-72-6) → C27H32N2O4Si (1345024-36-3)

Guidance literature:

Multi-step reaction with 12 steps

1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / Inert atmosphere

2.1: pyridine / dichloromethane / Inert atmosphere

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

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 96 h / Inert atmosphere

5.1: sodium hydride / mineral oil / 0 - 20 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / toluene / 0.5 h / -78 - 20 °C / Inert atmosphere

6.2: 20 °C / Inert atmosphere

7.1: diethylzinc / dichloromethane; toluene / 1 h / 0 - 20 °C / Inert atmosphere

8.1: sodium periodate; ruthenium trichloride; sodium hydrogencarbonate / chloroform; water; acetonitrile / 20 °C / Inert atmosphere

8.2: 20 °C / Inert atmosphere

9.1: diphenyl phosphoryl azide; triethylamine / toluene / 2 h / 0 - 20 °C / Inert atmosphere

10.1: toluene / 2 h / 80 °C / Inert atmosphere

11.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

11.2: 0.5 h / -78 °C / Inert atmosphere

12.1: ammonium hydroxide / ethanol; water / 24 h / 100 °C / Inert atmosphere; Sealed tube

With pyridine; ruthenium trichloride; ammonium hydroxide; sodium periodate; osmium(VIII) oxide; n-butyllithium; diphenyl phosphoryl azide; boron trifluoride diethyl etherate; diethylzinc; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; chloroform; water; acetone; toluene; acetonitrile; mineral oil; tert-butyl alcohol; 7.1: Simmons-Smith reaction / 10.1: Curtius rearrangement;

DOI:10.1021/jo201716c

Reference yield:

(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate (1345023-89-3) → C27H32N2O4Si (1345024-36-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 96 h / Inert atmosphere

2.1: sodium hydride / mineral oil / 0 - 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / toluene / 0.5 h / -78 - 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: diethylzinc / dichloromethane; toluene / 1 h / 0 - 20 °C / Inert atmosphere

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 - 20 °C / Inert atmosphere

6.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; acetone / 1 h / 0 - 20 °C / Inert atmosphere

6.2: 20 °C / pH 2 - 3 / Inert atmosphere

7.1: diphenyl phosphoryl azide; triethylamine / toluene / 2 h / 0 - 20 °C / Inert atmosphere

8.1: toluene / 2 h / 80 °C / Inert atmosphere

9.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

9.2: 0.5 h / -78 °C / Inert atmosphere

10.1: ammonium hydroxide / ethanol; water / 24 h / 100 °C / Inert atmosphere; Sealed tube

With ammonium hydroxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; diphenyl phosphoryl azide; diethylzinc; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetone; toluene; mineral oil; 4.1: Simmons-Smith reaction / 5.1: Swern oxidation / 5.2: Swern oxidation / 8.1: Curtius rearrangement;

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

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

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