(+/-)-N²-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine

Base Information

• Chemical Name: (+/-)-N²-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine
• CAS No.: 129679-00-1
• Molecular Formula: C₅₃H₅₂N₇O₆P
• Molecular Weight: 914.013

Synonyms:(+/-)-N²-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine

Chemical Property of (+/-)-N²-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (+/-)-N²-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine

There total 5 articles about (+/-)-N²-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine 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%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + N2-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-2'-deoxyguanosine (129678-99-5) → (+/-)-N2-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine (129679-00-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h;

DOI:10.1021/ja00169a039

Reference yield:

anthracenylmethyl chloride (24463-19-2) → (+/-)-N2-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine (129679-00-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / potassium carbonate / dimethylformamide / 6 h

2: 1.) N-bromosuccinimide, 20percent aq. 0.2 M acetate buffer, 2.) conc. ammonia / 1.) dimethyl sulfoxide, 15 min, 2.) 15 min

3: 52 percent / pyridine / 2 h

4: 53 percent / diisopropylethylamine / CH₂Cl₂ / 1 h

With pyridine; ammonium hydroxide; N-Bromosuccinimide; 0.2 M acetate buffer; potassium carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00169a039

Reference yield:

2'-deoxy-4-desmethylwyosine (101803-00-3) → (+/-)-N2-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-3'-O-<(N,N-diisopropylamino)(β-cyanoethoxy)phosphinyl>-2'-deoxyguanosine (129679-00-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / potassium carbonate / dimethylformamide / 6 h

2: 1.) N-bromosuccinimide, 20percent aq. 0.2 M acetate buffer, 2.) conc. ammonia / 1.) dimethyl sulfoxide, 15 min, 2.) 15 min

3: 52 percent / pyridine / 2 h

4: 53 percent / diisopropylethylamine / CH₂Cl₂ / 1 h

With pyridine; ammonium hydroxide; N-Bromosuccinimide; 0.2 M acetate buffer; potassium carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00169a039

upstream raw materials:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

N²-(anthracen-9-ylmethyl)-5'-O-(9-phenylxanthen-9-yl)-2'-deoxyguanosine

anthracenylmethyl chloride

2'-deoxy-4-desmethylwyosine

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