1-benzhydryl-3-(trimethylsilyloxy)azetidine-3-carbonitrile

Base Information

• Chemical Name: 1-benzhydryl-3-(trimethylsilyloxy)azetidine-3-carbonitrile
• CAS No.: 151097-25-5
• Molecular Formula: C20H24N2OSi
• Molecular Weight: 336.509
• Mol file: 151097-25-5.mol

Synonyms:1-benzhydryl-3-(trimethylsilyloxy)azetidine-3-carbonitrile

Chemical Property of 1-benzhydryl-3-(trimethylsilyloxy)azetidine-3-carbonitrile

Chemical Property:

• PSA: 36.26000
• LogP: 4.14338

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-benzhydryl-3-(trimethylsilyloxy)azetidine-3-carbonitrile

There total 2 articles about 1-benzhydryl-3-(trimethylsilyloxy)azetidine-3-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: 91.0%

N-benzhydryl 3-azetidinone (40320-60-3) + trimethylsilyl cyanide (7677-24-9) → 1-(diphenylmethyl)-3-[(trimethylsilyl)oxy]azetidine-3-carbonitrile (151097-25-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

1-(diphenylmethyl)-3-hydroxyazetidine (18621-17-5) → 1-(diphenylmethyl)-3-[(trimethylsilyl)oxy]azetidine-3-carbonitrile (151097-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; Dess-Martin periodane / dichloromethane / 3 h / 0 - 30 °C

2: triethylamine / dichloromethane / 3 h / 30 °C

With sodium carbonate; Dess-Martin periodane; triethylamine; In dichloromethane;

Reference yield: 76.0%

1-(diphenylmethyl)-3-[(trimethylsilyl)oxy]azetidine-3-carbonitrile (151097-25-5) → 1-(diphenylmethyl)-3-hydroxyazetidine-3-carboxamide (934665-18-6)

Guidance literature:

1-(diphenylmethyl)-3-[(trimethylsilyl)oxy]azetidine-3-carbonitrile; With sulfuric acid; In dichloromethane; at 0 - 20 ℃; for 2h;

With ammonium hydroxide; In dichloromethane; water; at 0 ℃; pH=~ 10 - 11;

upstream raw materials:

N-benzhydryl 3-azetidinone

trimethylsilyl cyanide

1-(diphenylmethyl)-3-hydroxyazetidine

Downstream raw materials:

1-(diphenylmethyl)-3-hydroxyazetidine-3-carboxamide

3-(aminomethyl)-1-(diphenylmethyl)azetidin-3-ol

tert-butyl 2-(diphenylmethyl)-5-oxa-2,8-diazaspiro[3.5]nonane-8-carboxylate

2-(diphenylmethyl)-5-oxa-2,8-diazaspiro[3.5]nonan-7-one

Refernces

• 1、 -. "Spirocyclic derivatives". Page/Page column 227. . Retrieved 2016/04/09.
• 2、 -. "METHODS OF USING MEK INHIBITORS". Page/Page column 383-384. . Retrieved 2008/12/06.