5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE

Base Information

• Chemical Name: 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE
• CAS No.: 84416-82-0
• Molecular Formula: C45H51 N6 O7 P
• Molecular Weight: 818.9
• Mol file: 84416-82-0.mol

Synonyms:5’-O-(4,4’-DIMETHOXYTRITYL)-N6-BENZOYL-2’-DEOXYADENOSINE-3’-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE;N6-BENZOYL-5’’-O-(4,4’’-DIMETHOXYTRITYL) 2’’-DEOXYADENOSINE 3’’-METHYL, N,-DIISOPROPYL) PHOSPHORAMIDITE);dimethoxytrityl-deoxyadenosine phosphoramidite

Chemical Property of 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE

Chemical Property:

• PSA: 144.91000
• LogP: 8.84230
• Storage Temp.: Store at -20°C

Purity/Quality:

99% ^*data from raw suppliers

N6-Benzoyl-2'-deoxy-5'-O-DMT-adenosine 3'-Me phosphonamidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE

There total 2 articles about 5'-O-(4,4'-DIMETHOXYTRITYL)-N6-BENZOYL-2'-DEOXYADENOSINE-3'-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE 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: 86.0%

bis(N,N-diisopropylamino)methoxyphosphine (92611-10-4) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine (64325-78-6) → 5'-O-dimethoxytrityl-6-N-benzoyldeoxyadenosine 3'-(N,N-diisopropyl-O-methyl)phosphoramidite (84416-82-0)

Guidance literature:

With N,N-diisopropylamine tetrazolide;

DOI:10.1080/15257779408011881

Reference yield:

N,N-diisopropylmethylphosphonamidic chloride (86030-43-5) + N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine (64325-78-6) → 5'-O-dimethoxytrityl-6-N-benzoyldeoxyadenosine 3'-(N,N-diisopropyl-O-methyl)phosphoramidite (84416-82-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/ja00341a078

Reference yield: 90.0%

5'-O-dimethoxytrityl-6-N-benzoyldeoxyadenosine 3'-(N,N-diisopropyl-O-methyl)phosphoramidite (84416-82-0) → O-(5'-(4,4'-dimethoxytrityl)-6-N-benzoyl-2'-deoxyadenosin-3'-yl) O-(methyl) H-phosphonothioate

Guidance literature:

With 1H-tetrazole; hydrogen sulfide; In dichloromethane; for 1h;

DOI:10.1016/S0040-4020(99)00241-0

upstream raw materials:

N,N-diisopropylmethylphosphonamidic chloride

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine

bis(N,N-diisopropylamino)methoxyphosphine

Downstream raw materials:

Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-({(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yloxy}-methoxy-phosphoryloxymethyl)-tetrahydro-furan-3-yl ester

(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester