6-CHLORO-5'-O-(DIMETHOXYTRITYL)PURINE-2'-DEOXYRIBOSIDE

Base Information

• Chemical Name: 6-CHLORO-5'-O-(DIMETHOXYTRITYL)PURINE-2'-DEOXYRIBOSIDE
• CAS No.: 133931-96-1
• Molecular Formula: C31H29ClN4O5
• Molecular Weight: 573.048
• Mol file: 133931-96-1.mol

Synonyms:6-CHLORO-5'-O-(DIMETHOXYTRITYL)PURINE-2'-DEOXYRIBOSIDE;6-CHLORO-9-(5-O-(DMT)-BETA-D-2-DEOXYRIBOFURANOSYL)PURINE

Chemical Property of 6-CHLORO-5'-O-(DIMETHOXYTRITYL)PURINE-2'-DEOXYRIBOSIDE

Chemical Property:

• PSA: 100.75000
• LogP: 5.15400

Purity/Quality:

97% ^*data from raw suppliers

6-CHLORO-9-(5-O-(DIMETHOXYTRITYL)-BETA-D-2-DEOXYRIBOFURANOSYL)PURINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-CHLORO-5'-O-(DIMETHOXYTRITYL)PURINE-2'-DEOXYRIBOSIDE

There total 3 articles about 6-CHLORO-5'-O-(DIMETHOXYTRITYL)PURINE-2'-DEOXYRIBOSIDE 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: 95.0%

6-chloropurine-2'-deoxyriboside (4594-45-0) + bis(4-methoxyphenyl)phenylmethylium tetrafluoroborate → (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3-ol (133931-96-1)

Guidance literature:

With 2,6-dimethylpyridine; lithium carbonate; In tetrahydrofuran; Ambient temperature;

DOI:10.1080/07328319608002032

Reference yield: 82.0%

6-chloropurine-2'-deoxyriboside (4594-45-0) + 4,4'-dimethoxytrityl chloride (40615-36-9) → (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3-ol (133931-96-1)

Guidance literature:

With pyridine; at 20 ℃; for 3h;

Reference yield:

6-chloropurine (87-42-3) → (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3-ol (133931-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Escherichia coli nucleoside 2'-deoxyribosyltransferase / water / 4 h / 37 °C

2: pyridine; N-ethyl-N,N-diisopropylamine / 5 h / 20 °C

With pyridine; N-ethyl-N,N-diisopropylamine; In water;

DOI:10.1080/15257770.2010.530332

upstream raw materials:

6-chloropurine-2'-deoxyriboside

4,4'-dimethoxytrityl chloride

6-chloropurine

Downstream raw materials:

Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-chloro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-chloro-purin-9-yl)-tetrahydro-furan-3-yl ester bis-[2-(4-nitro-phenyl)-ethyl] ester

(6-(2-(6-(4'-methyl-2,2'-bipyridin-4-yl)hexanamido)ethylamino)-9H-purin-9-yl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyriboside

(2R,3S,5R)-5-(6-(benzylamino)-9H-purin-9-yl)-2-((bis(4-methoxyphenyl) (phenyl)methoxy)methyl)tetrahydrofuran-3-ol

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