tert-butyl (1R)-2-[(2S)-2-({[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]amino}carbonyl)pyrrolidinyl]1-(3,4-dichlorobenzyl)-2-oxoethylcarbamate

Base Information

• Chemical Name: tert-butyl (1R)-2-[(2S)-2-({[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]amino}carbonyl)pyrrolidinyl]1-(3,4-dichlorobenzyl)-2-oxoethylcarbamate
• CAS No.: 372982-83-7
• Molecular Formula: C₂₈H₃₆Cl₂N₆O₄
• Molecular Weight: 591.538
• Mol file: 372982-83-7.mol

Synonyms:

Chemical Property of tert-butyl (1R)-2-[(2S)-2-({[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]amino}carbonyl)pyrrolidinyl]1-(3,4-dichlorobenzyl)-2-oxoethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1R)-2-[(2S)-2-({[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]amino}carbonyl)pyrrolidinyl]1-(3,4-dichlorobenzyl)-2-oxoethylcarbamate

There total 5 articles about tert-butyl (1R)-2-[(2S)-2-({[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]amino}carbonyl)pyrrolidinyl]1-(3,4-dichlorobenzyl)-2-oxoethylcarbamate 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: 49.0%

→ tert-butyl (1R)-2-[(2S)-2-({[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]amino}carbonyl)pyrrolidinyl]1-(3,4-dichlorobenzyl)-2-oxoethylcarbamate (372982-83-7)

Guidance literature:

Reference yield:

(+/-)-6-(aminomethyl)-5,6,7,8-tetrahydro-2-quinazolinamine (299180-16-8) + N-(tert-butoxycarbonyl)-D-(3,4-dichlorophenyl)alanyl-L-proline → tert-butyl (1R)-2-[(2S)-2-({[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]amino}carbonyl)pyrrolidinyl]1-(3,4-dichlorobenzyl)-2-oxoethylcarbamate (372982-83-7)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0960-894X(03)00030-1

Reference yield:

N-[(4-oxo-cyclohexyl)methyl]acetamide (30482-18-9) → tert-butyl (1R)-2-[(2S)-2-({[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]amino}carbonyl)pyrrolidinyl]1-(3,4-dichlorobenzyl)-2-oxoethylcarbamate (372982-83-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / toluene / 7 h / Heating

2: NaOEt / ethanol / 3 h / Heating

3: aq. NaOH / methanol / 16 h / Heating

4: HOBt; N-methylmorpholine; EDC / dimethylformamide / 20 °C

With 4-methyl-morpholine; sodium hydroxide; sodium ethanolate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In methanol; ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(03)00030-1

upstream raw materials:

(+/-)-6-(aminomethyl)-5,6,7,8-tetrahydro-2-quinazolinamine

N-[(4-oxo-cyclohexyl)methyl]acetamide

(+/-)-N-[(2-amino-5,6,7,8-tetrahydro-6-quinazolinyl)methyl]acetamide