4(3H)-Quinazolinone, 2-[(1S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-[(2S,3S)-2-phenyl -3-(trimethylsilyl)-1-aziridinyl]-

Base Information

• Chemical Name: 4(3H)-Quinazolinone, 2-[(1S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-[(2S,3S)-2-phenyl -3-(trimethylsilyl)-1-aziridinyl]-
• CAS No.: 176847-60-2
• Molecular Formula: C₂₇H₃₉N₃O₂Si₂
• Molecular Weight: 493.797
• Mol file: 176847-60-2.mol

Synonyms:

Chemical Property of 4(3H)-Quinazolinone, 2-[(1S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-[(2S,3S)-2-phenyl -3-(trimethylsilyl)-1-aziridinyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4(3H)-Quinazolinone, 2-[(1S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-[(2S,3S)-2-phenyl -3-(trimethylsilyl)-1-aziridinyl]-

There total 4 articles about 4(3H)-Quinazolinone, 2-[(1S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-3-[(2S,3S)-2-phenyl -3-(trimethylsilyl)-1-aziridinyl]- 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:

1-(trimethylsilyl)-2-phenylethene (19372-00-0) + (S)-3-acetoxyamino-2-[1-(t-butyldimethylsilyloxy)ethyl]quinazolin-4(3H)-one (175085-31-1) → 2-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((2R,3R)-2-phenyl-3-trimethylsilanyl-aziridin-1-yl)-3H-quinazolin-4-one + 2-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((2S,3S)-2-phenyl-3-trimethylsilanyl-aziridin-1-yl)-3H-quinazolin-4-one (176847-60-2)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1039/CC9960000789

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((2S,3S)-2-phenyl-3-trimethylsilanyl-aziridin-1-yl)-3H-quinazolin-4-one (176847-60-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

2: CH₂Cl₂ / 0.08 h / -15 °C

3: HMDS / CH₂Cl₂

With 1H-imidazole; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/a606092g

Reference yield:

(S)-3-Amino-2-(1-hydroxyethyl)-3,4-dihydroquinazolin-4-one (141236-01-3) → 2-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((2S,3S)-2-phenyl-3-trimethylsilanyl-aziridin-1-yl)-3H-quinazolin-4-one (176847-60-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

2: CH₂Cl₂ / 0.08 h / -15 °C

3: HMDS / CH₂Cl₂

With 1H-imidazole; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/a606092g

upstream raw materials:

1-(trimethylsilyl)-2-phenylethene

(S)-3-acetoxyamino-2-[1-(t-butyldimethylsilyloxy)ethyl]quinazolin-4(3H)-one

tert-butyldimethylsilyl chloride

(S)-3-Amino-2-(1-hydroxyethyl)-3,4-dihydroquinazolin-4-one

Downstream raw materials:

(R)-2-amino-3-phenylpropanenitrile

(+)-(R)-N-(1-cyano-2-phenyl-ethyl)-acetamide

(2R,3S)-2-cyano-3-phenylaziridine