PYRROLO-DC CEP

Base Information

• Chemical Name: PYRROLO-DC CEP
• CAS No.: 644962-92-5
• Molecular Formula: C₄₂H₅₀N₅O₇P
• Molecular Weight: 767.862
• Mol file: 644962-92-5.mol

Synonyms:PYRROLO-DC CEP

Chemical Property of PYRROLO-DC CEP

Chemical Property:

• PSA: 146.68000
• LogP: 8.00758

Purity/Quality:

PYRROLO-DC CEP 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PYRROLO-DC CEP

There total 8 articles about PYRROLO-DC CEP 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: 53.0%

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + 3-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-methyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-2-one (644962-87-8) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-methyl-2-oxo-2,7-dihydro-pyrrolo[2,3-d]pyrimidin-3-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (644962-92-5)

Guidance literature:

With 1H-tetrazole; In dichloromethane; at 20 ℃; for 4.5h;

DOI:10.1016/j.tetlet.2004.01.108

Reference yield:

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-methyl-2-oxo-2,7-dihydro-pyrrolo[2,3-d]pyrimidin-3-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (644962-92-5)

Guidance literature:

Multi-step reaction with 5 steps

1: NEt₃ / tetrahydrofuran

2: NEt₃; CuI / Pd(PPh₃)4 / acetone

3: NEt₃; CuI / methanol

4: 49 percent / NH₃ / methanol; tetrahydrofuran / 22 h / 50 °C

5: 53 percent / 1H-tetrazole / CH₂Cl₂ / 4.5 h / 20 °C

With 1H-tetrazole; copper(l) iodide; ammonia; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; acetone; 2: Sonogashira coupling / 3: Robins and Barr method / 4: Woo ammonia exchange;

DOI:10.1016/j.tetlet.2004.01.108

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-methyl-2-oxo-2,7-dihydro-pyrrolo[2,3-d]pyrimidin-3-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (644962-92-5)

Guidance literature:

Multi-step reaction with 5 steps

1: NEt₃ / tetrahydrofuran

2: NEt₃; CuI / Pd(PPh₃)4 / acetone

3: NEt₃; CuI / methanol

4: 49 percent / NH₃ / methanol; tetrahydrofuran / 22 h / 50 °C

5: 53 percent / 1H-tetrazole / CH₂Cl₂ / 4.5 h / 20 °C

With 1H-tetrazole; copper(l) iodide; ammonia; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; acetone; 2: Sonogashira coupling / 3: Robins and Barr method / 4: Woo ammonia exchange;

DOI:10.1016/j.tetlet.2004.01.108

upstream raw materials:

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

3-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-methyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-2-one

4,4'-dimethoxytrityl chloride

5-Iodo-2'-deoxyuridine

Refernces