2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one

Base Information

• Chemical Name: 2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one
• CAS No.: 182160-14-1
• Molecular Formula: C₂₁H₂₃N₃O₂
• Molecular Weight: 349.433
• Mol file: 182160-14-1.mol

Synonyms:2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one

Chemical Property of 2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one

There total 8 articles about 2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one 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: 65.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + (S)-3-acetoxyamino-2-(1-hydroxy-2,2-dimethylprop-1-yl)-quinazolin-4(3H)-one (182160-08-3) → 2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one (182160-14-1)

Guidance literature:

With titanium(IV) tetrabutoxide; In dichloromethane; at -20 ℃; for 0.0333333h;

Reference yield:

L-tert-Leucine (20859-02-3) → 2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one (182160-14-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 60.5 percent / NaNO₂ / 1 h / Ambient temperature

2: SOCl₂, DMF / diethyl ether / Ambient temperature

3: diethyl ether

4: 84 percent / NH₂NH₂*H₂O / ethanol / 17 h / 140 °C

5: CH₂Cl₂ / 0.33 h / -20 °C

6: 65 percent / Ti(O(t-Bu))4 / CH₂Cl₂ / 0.03 h / -20 °C

With titanium(IV) tetrabutoxide; thionyl chloride; hydrazine hydrate; N,N-dimethyl-formamide; sodium nitrite; In diethyl ether; ethanol; dichloromethane;

Reference yield:

(2S)-2-acetoxy-3,3-dimethylbutanoic acid (84621-74-9) → 2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one (182160-14-1)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂, DMF / diethyl ether / Ambient temperature

2: diethyl ether

3: 84 percent / NH₂NH₂*H₂O / ethanol / 17 h / 140 °C

4: CH₂Cl₂ / 0.33 h / -20 °C

5: 65 percent / Ti(O(t-Bu))4 / CH₂Cl₂ / 0.03 h / -20 °C

With titanium(IV) tetrabutoxide; thionyl chloride; hydrazine hydrate; N,N-dimethyl-formamide; In diethyl ether; ethanol; dichloromethane;

upstream raw materials:

styrene

(S)-3-acetoxyamino-2-(1-hydroxy-2,2-dimethylprop-1-yl)-quinazolin-4(3H)-one

titanium(IV)isopropoxide

L-tert-Leucine

Downstream raw materials:

3-((S)-2-Azido-2-phenyl-ethylamino)-2-((S)-1-hydroxy-2,2-dimethyl-propyl)-3H-quinazolin-4-one

{(S)-2-[2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-4-oxo-4H-quinazolin-3-ylamino]-1-phenyl-ethyl}-carbamic acid tert-butyl ester

{(R)-2-[2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-4-oxo-4H-quinazolin-3-ylamino]-1-phenyl-ethyl}-carbamic acid tert-butyl ester

(S)-N₁-tert-butoxycarbonyl-1-phenyl-1,2-ethanediamine