S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate

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Chemical Name:S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate
CAS No.:116113-65-6
Molecular Formula:C₅₅H₄₉N₇O₁₀P₂S₂
Molecular Weight:1094.11
Hs Code.:

Synonyms:S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate

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Chemical Property of S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate

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Technology Process of S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate

There total 10 articles about S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate 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: 67.0%

: 116113-64-5
Phosphoric acid mono-{(2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-4-(bis-phenylsulfanyl-phosphoryloxy)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl} ester; compound with triethyl-amine

: 109-78-4
3-Hydroxypropionitrile

: 116113-65-6
S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate

Guidance literature:: With 1,2,3,5-tetramethylbenzenedisulphonyl dichloride; In pyridine; for 1h;
DOI:10.1246/bcsj.64.588

Reference yield:

: 67941-87-1
cyclohexylammonium S,S-diphenyl phosphorodithioate

: 116113-65-6
S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate

Guidance literature:: Multi-step reaction with 3 steps

1: mesitylenedisulfonyl chloride, tetrazole / 0.25 h

2: 55 percent / isoamyl nitrite / acetic anhydride; pyridine; acetic acid / 15 h / Ambient temperature

3: 67 percent / isodurenedisulfonyl chloride / pyridine / 1 h

With 1H-tetrazole; 2,4,6-trimethyl-1,3-benzenedisulfonyl dichloride; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; isopentyl nitrite; In pyridine; acetic anhydride; acetic acid;
DOI:10.1016/S0040-4039(00)96815-1

Reference yield:

: 97997-66-5
N⁶-benzoyladenosine 3'-phosphorodianilidate

: 116113-65-6
S,S-diphenyl 3'-O-bis(2-cyanoethoxy)phosphinyl-5'-O-(4-methoxytrityl)-6-N-benzoyladenosine 2'-phosphorothioate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 3 h

2: mesitylenedisulfonyl chloride, tetrazole / 0.25 h

3: 55 percent / isoamyl nitrite / acetic anhydride; pyridine; acetic acid / 15 h / Ambient temperature

4: 67 percent / isodurenedisulfonyl chloride / pyridine / 1 h

With 1H-tetrazole; 2,4,6-trimethyl-1,3-benzenedisulfonyl dichloride; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; isopentyl nitrite; In pyridine; acetic anhydride; acetic acid;
DOI:10.1016/S0040-4039(00)96815-1