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

Base Information

• Chemical Name: 3-((S)-2-Azido-2-phenyl-ethylamino)-2-((S)-1-hydroxy-2,2-dimethyl-propyl)-3H-quinazolin-4-one
• CAS No.: 201730-84-9
• Molecular Formula: C₂₁H₂₄N₆O₂
• Molecular Weight: 392.461

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

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

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

There total 3 articles about 3-((S)-2-Azido-2-phenyl-ethylamino)-2-((S)-1-hydroxy-2,2-dimethyl-propyl)-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: 63.0%

3-((R)-2-Chloro-2-phenyl-ethylamino)-2-((S)-1-hydroxy-2,2-dimethyl-propyl)-3H-quinazolin-4-one (201730-83-8) → 3-((S)-2-Azido-2-phenyl-ethylamino)-2-((S)-1-hydroxy-2,2-dimethyl-propyl)-3H-quinazolin-4-one (201730-84-9)

Guidance literature:

With sodium azide; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(97)10586-X

Reference yield:

2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one (182160-14-1) → 3-((S)-2-Azido-2-phenyl-ethylamino)-2-((S)-1-hydroxy-2,2-dimethyl-propyl)-3H-quinazolin-4-one (201730-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl (gas) / diethyl ether

2: 63 percent / Nan₃ / dimethylsulfoxide

With hydrogenchloride; sodium azide; In diethyl ether; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(97)10586-X

Reference yield:

2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((1S,2S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one → 3-((S)-2-Azido-2-phenyl-ethylamino)-2-((S)-1-hydroxy-2,2-dimethyl-propyl)-3H-quinazolin-4-one (201730-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / HCl; AcOH / diethyl ether / 0.01 h

2: 63 percent / NaN₃ / dimethylsulfoxide / 20 °C

With hydrogenchloride; sodium azide; acetic acid; In diethyl ether; dimethyl sulfoxide; 1: Ring cleavage / 2: Substitution;

DOI:10.1039/b004798h

upstream raw materials:

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

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

Downstream raw materials:

{(S)-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

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