2,5-Methano-5H,9H-pyrimido[2,1-b][1,5,3]dioxazepin-9-one, 2,3-dihydro-3-[[(4-methoxyphenyl)diphenylmethoxy]methyl]-8-methyl-, (2R,3R,5R)-

Base Information

• Chemical Name: 2,5-Methano-5H,9H-pyrimido[2,1-b][1,5,3]dioxazepin-9-one, 2,3-dihydro-3-[[(4-methoxyphenyl)diphenylmethoxy]methyl]-8-methyl-, (2R,3R,5R)-
• CAS No.: 124680-50-8
• Molecular Formula: C30H28N2O5
• Molecular Weight: 496.563
• Mol file: 124680-50-8.mol

Synonyms:

Chemical Property of 2,5-Methano-5H,9H-pyrimido[2,1-b][1,5,3]dioxazepin-9-one, 2,3-dihydro-3-[[(4-methoxyphenyl)diphenylmethoxy]methyl]-8-methyl-, (2R,3R,5R)-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-Methano-5H,9H-pyrimido[2,1-b][1,5,3]dioxazepin-9-one, 2,3-dihydro-3-[[(4-methoxyphenyl)diphenylmethoxy]methyl]-8-methyl-, (2R,3R,5R)-

There total 5 articles about 2,5-Methano-5H,9H-pyrimido[2,1-b][1,5,3]dioxazepin-9-one, 2,3-dihydro-3-[[(4-methoxyphenyl)diphenylmethoxy]methyl]-8-methyl-, (2R,3R,5R)- 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: 91.0%

methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester (130446-03-6) → (1R,9R,10R)-10-[[(4-methoxyphenyl)diphenyl]methoxymethyl]-4-methyl-8,11-dioxa-2,6-diazatricyclo[7.2.1.02,7]dodeca-3,6-dien-5-one (124680-50-8)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 2h; Heating;

DOI:10.1021/jo001223a

Reference yield:

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7) → (1R,9R,10R)-10-[[(4-methoxyphenyl)diphenyl]methoxymethyl]-4-methyl-8,11-dioxa-2,6-diazatricyclo[7.2.1.02,7]dodeca-3,6-dien-5-one (124680-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / TEA / CH₂Cl₂

2: 80 percent / phthalimide / dimethylformamide; H₂O / 100 °C

With phthalimide; TEA; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00455-3

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → (1R,9R,10R)-10-[[(4-methoxyphenyl)diphenyl]methoxymethyl]-4-methyl-8,11-dioxa-2,6-diazatricyclo[7.2.1.02,7]dodeca-3,6-dien-5-one (124680-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / DMAP; TEA; pyridine / 20 °C

2: 82 percent / TEA / CH₂Cl₂

3: 80 percent / phthalimide / dimethylformamide; H₂O / 100 °C

With pyridine; dmap; phthalimide; TEA; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00455-3

upstream raw materials:

methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine

mono-4-methoxytrityl chloride

thymidine

Downstream raw materials:

3'-azido-3'-deoxy-5'-O-monomethoxytritylthymidine

(2R,4R,5R)-1-[5-[bis(4-methoxyphenyl)phenylmethoxymethyl]-4-hydroxytetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester

Tetradecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-tetradecanoyloxymethyl-ethyl ester