Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] ester

Base Information

• Chemical Name: Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] ester
• CAS No.: 183194-48-1
• Molecular Formula: C₄₁H₄₄N₄O₁₀
• Molecular Weight: 752.821
• Mol file: 183194-48-1.mol

Synonyms:Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] ester

Chemical Property of Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] ester

There total 10 articles about Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] 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: 81.0%

succinic acid anhydride (108-30-5) + N-(7-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-isobutyramide (174463-02-6) → Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] ester (183194-48-1)

Guidance literature:

With dmap; triethylamine; In 1,2-dichloro-ethane; at 50 ℃; for 0.5h;

DOI:10.1002/hlca.19970800406

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] ester (183194-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / pyridine / 4 h / Ambient temperature

2: 81 percent / 4-(dimethylamino)pyridine, Et₃N / 1,2-dichloro-ethane / 0.5 h / 50 °C

With pyridine; dmap; triethylamine; In 1,2-dichloro-ethane;

DOI:10.1002/hlca.19970800406

Reference yield:

4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine (90358-16-0) → Succinic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-3-yl] ester (183194-48-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 73 percent / KOH, TDA-1 / acetonitrile / 0.25 h / Ambient temperature

2: 84 percent / 0.5 M NaOMe / 2 h / Heating

3: 80 percent / 2 N aq. NaOH / 10 h / Heating

4: pyridine / 0.25 h / Ambient temperature

5: pyridine / 3 h / Ambient temperature

6: 25 percent aq. NH₃ / 0.25 h

7: 91 percent / pyridine / 4 h / Ambient temperature

8: 81 percent / 4-(dimethylamino)pyridine, Et₃N / 1,2-dichloro-ethane / 0.5 h / 50 °C

With pyridine; dmap; potassium hydroxide; ammonium hydroxide; sodium hydroxide; sodium methylate; triethylamine; In 1,2-dichloro-ethane; acetonitrile;

DOI:10.1002/hlca.19970800406

upstream raw materials:

succinic acid anhydride

N-(7-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-isobutyramide

4,4'-dimethoxytrityl chloride

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride