N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide

Base Information

• Chemical Name: N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide
• CAS No.: 830343-45-8
• Molecular Formula: C₃₉H₄₁N₃O₇
• Molecular Weight: 663.77
• Mol file: 830343-45-8.mol

Synonyms:N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide

Chemical Property of N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide

There total 5 articles about N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide 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: 98.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N-[6-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl]-isobutyramide (830343-43-6) → N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide (830343-45-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In pyridine; at 25 ℃; for 12h;

DOI:10.1021/jo0483973

Reference yield:

6-iodo-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (913194-96-4) → N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide (830343-45-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium carbonate / acetonitrile; H₂O / 2 h / Heating

2.1: 69 percent / pyridine / 18 h / 20 °C

3.1: 59 percent / AsPh₃; tri(n-butyl)amine / Pd(dba)2 / acetonitrile / 22 h / 85 - 90 °C

4.1: TBAF; acetic acid / tetrahydrofuran / 0.17 h / 0 °C

4.2: 84 percent / sodium triacetoxyborohydride; acetic acid / acetonitrile / 0.12 h / -15 °C

5.1: 98 percent / N,N-diisopropylethylamine / pyridine / 12 h / 25 °C

With pyridine; tributyl-amine; triphenyl-arsane; tetrabutyl ammonium fluoride; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; pyridine; water; acetonitrile; 3.1: Heck reaction;

DOI:10.1021/jo0483973

Reference yield:

2-amino-6-iodo-8-methyl-quinazolin-4(1H)-one (830343-37-8) → N-(6-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl)-isobutyramide (830343-45-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 69 percent / pyridine / 18 h / 20 °C

2.1: 59 percent / AsPh₃; tri(n-butyl)amine / Pd(dba)2 / acetonitrile / 22 h / 85 - 90 °C

3.1: TBAF; acetic acid / tetrahydrofuran / 0.17 h / 0 °C

3.2: 84 percent / sodium triacetoxyborohydride; acetic acid / acetonitrile / 0.12 h / -15 °C

4.1: 98 percent / N,N-diisopropylethylamine / pyridine / 12 h / 25 °C

With pyridine; tributyl-amine; triphenyl-arsane; tetrabutyl ammonium fluoride; acetic acid; N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; pyridine; acetonitrile; 2.1: Heck reaction;

DOI:10.1021/jo0483973

upstream raw materials:

4,4'-dimethoxytrityl chloride

N-[6-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl]-isobutyramide

6-iodo-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

2-amino-6-iodo-8-methyl-quinazolin-4(1H)-one