N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-furan-2-yl]-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl}-isobutyramide

Base Information

• Chemical Name: N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-furan-2-yl]-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl}-isobutyramide
• CAS No.: 830343-41-4
• Molecular Formula: C₃₄H₃₉N₃O₅Si
• Molecular Weight: 597.786
• Mol file: 830343-41-4.mol

Synonyms:N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-furan-2-yl]-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl}-isobutyramide

Chemical Property of N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-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-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-furan-2-yl]-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl}-isobutyramide

There total 3 articles about N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-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: 59.0%

3-tertbutyldiphenylsilyloxy-2-hydroxymethyl-2,3-dihydrofuran + N-(6-iodo-8-methyl-4-oxo-1,4-dihydroquinazolin-2-yl)isobutyramide (830343-39-0) → N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-furan-2-yl]-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl}-isobutyramide (830343-41-4)

Guidance literature:

With tributyl-amine; triphenyl-arsane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In acetonitrile; at 85 - 90 ℃; for 22h;

DOI:10.1021/jo0483973

Reference yield:

6-iodo-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (913194-96-4) → N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-furan-2-yl]-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl}-isobutyramide (830343-41-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 69 percent / pyridine / 18 h / 20 °C

3: 59 percent / AsPh₃; tri(n-butyl)amine / Pd(dba)2 / acetonitrile / 22 h / 85 - 90 °C

With pyridine; tributyl-amine; triphenyl-arsane; sodium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In water; acetonitrile; 3: Heck reaction;

DOI:10.1021/jo0483973

Reference yield:

2-amino-6-iodo-8-methyl-quinazolin-4(1H)-one (830343-37-8) → N-{6-[4-(tert-butyl-diphenyl-silanyloxy)-5-hydroxymethyl-2,5-dihydro-furan-2-yl]-8-methyl-4-oxo-1,4-dihydro-quinazolin-2-yl}-isobutyramide (830343-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / pyridine / 18 h / 20 °C

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

With pyridine; tributyl-amine; triphenyl-arsane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In acetonitrile; 2: Heck reaction;

DOI:10.1021/jo0483973

upstream raw materials:

N-(6-iodo-8-methyl-4-oxo-1,4-dihydroquinazolin-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

Downstream raw materials:

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