(S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester

Base Information

• Chemical Name: (S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester
• CAS No.: 132463-05-9
• Molecular Formula: C₂₇H₃₂N₄O₆S
• Molecular Weight: 540.64
• Mol file: 132463-05-9.mol

Synonyms:

Chemical Property of (S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester

There total 2 articles about (S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester 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: 40.0%

4(3H)-oxo-6-(bromomethyl)-2-methyl quinazoline (112888-43-4) + (S)-2-[(5-Allylamino-thiophene-2-carbonyl)-amino]-pentanedioic acid diethyl ester (132462-83-0) → (S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester (132463-05-9)

Guidance literature:

With 2,6-dimethylpyridine; In various solvent(s); at 80 ℃; for 18h;

DOI:10.1021/jm00109a011

Reference yield:

(S)-2-{[5-(Allyl-tert-butoxycarbonyl-amino)-thiophene-2-carbonyl]-amino}-pentanedioic acid diethyl ester (132463-34-4) → (S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester (132463-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / CF₃CO₂H / 16 h / 20 °C

2: 40 percent / 2,6-lutidine / various solvent(s) / 18 h / 80 °C

With 2,6-dimethylpyridine; trifluoroacetic acid; In various solvent(s);

DOI:10.1021/jm00109a011

Reference yield: 31.0%

(S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester (132463-05-9) → (S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid (132462-58-9)

Guidance literature:

With sodium hydroxide; for 2h;

DOI:10.1021/jm00109a011

upstream raw materials:

4(3H)-oxo-6-(bromomethyl)-2-methyl quinazoline

(S)-2-[(5-Allylamino-thiophene-2-carbonyl)-amino]-pentanedioic acid diethyl ester

(S)-2-{[5-(Allyl-tert-butoxycarbonyl-amino)-thiophene-2-carbonyl]-amino}-pentanedioic acid diethyl ester

Downstream raw materials:

(S)-2-({5-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophene-2-carbonyl}-amino)-pentanedioic acid