N⁶-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine
• CAS No.: 222848-54-6
• Molecular Formula: C₄₅H₃₉N₅O₈
• Molecular Weight: 777.833
• Mol file: 222848-54-6.mol

Synonyms:N⁶-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine

Chemical Property of N⁶-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁶-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine

There total 8 articles about N⁶-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine 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:

N-(9-{7-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-ethoxy-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl}-9H-purin-6-yl)-benzamide → N6-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine (222848-54-6)

Guidance literature:

With acetic acid; In tetrahydrofuran; dichloromethane; at 20 ℃; for 96h;

DOI:10.1002/1522-2675(20010613)84:6<1778::AID-HLCA1778>3.0.CO;2-3

Reference yield:

L-arabinofuranose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2,36562-42-2) → N6-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine (222848-54-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 91.7 percent / pyridine / CH₂Cl₂ / 2.5 h

2: 59.5 percent / N,O-bis(trimethylsilyl)acetamide; SnCl₄ / acetonitrile / 0.75 h / 80 °C

3: 87.4 percent / aq. NaOH / H₂O; tetrahydrofuran / 1.5 h / 0 °C

4: 56.8 percent / 3 Angstroem molecular sieves; TsOH / dimethylformamide; acetonitrile / 4 h / 30 °C / 20 Torr

5: 2,6-lutidine / CH₂Cl₂ / 0 - 4 °C

6: aq. AcOH / CH₂Cl₂; tetrahydrofuran / 96 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; 3 A molecular sieve; tin(IV) chloride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/1522-2675(20010613)84:6<1778::AID-HLCA1778>3.0.CO;2-3

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N6-benzoyl-9-{3'-O-benzoyl-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine (222848-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 - 4 °C

2: aq. AcOH / CH₂Cl₂; tetrahydrofuran / 96 h / 20 °C

With 2,6-dimethylpyridine; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1002/1522-2675(20010613)84:6<1778::AID-HLCA1778>3.0.CO;2-3

upstream raw materials:

L-arabinofuranose

4,4'-dimethoxytrityl chloride

triethoxymethylbenzene

1',2',3',4'-tetra-O-benzoyl-L-lyxopyranose

Downstream raw materials:

N⁶-benzoyl-9-[2'-O-benzoyl-3'-O-((2-cyanoethoxy)(diisopropylamino)phosphino)-4'-O-((4'',4'''-dimethoxytriphenyl)methyl)-α-lyxopyranosyl-(1')]adenine

N⁶-benzoyl-9-{3'-O-benzoyl-2'-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-4'-O-[(4'',4'''-dimethoxytriphenyl)methyl]-α-L-lyxopyranosyl}adenine