N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester

Base Information

Chemical Name:N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester
CAS No.:197727-26-7
Molecular Formula:C₃₁H₃₇N₆O₁₂P
Molecular Weight:716.642
Hs Code.:

Synonyms:N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester

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Chemical Property of N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester

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Technology Process of N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester

There total 12 articles about N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester 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:

: (S)-3-{[(2R,3S,5R)-3-Acetoxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethoxy]-allyloxy-phosphanyloxy}-2-allyloxycarbonylamino-propionic acid methyl ester

: 197727-26-7
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester

Guidance literature:: With tert.-butylhydroperoxide; In dichloromethane; at 0 ℃; for 0.166667h; Yield given;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<669::AID-CHEM669>3.0.CO;2-V

Reference yield:

: 203986-32-7
3'-O-Acetyl-5'-O-dimethoxytrityl-6-N-phenylacetyl-2'-deoxyadenosine

: 197727-26-7
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / ZnBr₂ / nitromethane / 0.25 h / Ambient temperature

2: tetrazole / CH₂Cl₂; acetonitrile / 18 h / Ambient temperature

3: tBuOOH / CH₂Cl₂ / 0.17 h / 0 °C

With 1H-tetrazole; tert.-butylhydroperoxide; zinc dibromide; In nitromethane; dichloromethane; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<669::AID-CHEM669>3.0.CO;2-V

Reference yield:

: 64911-19-9
9-((2R,4S,5R)-4-Trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamine

: 197727-26-7
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-serine methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: HOBt, pyridine / acetonitrile / 12 h

2: NH₃, H₂O / 0.17 h

3: 98 percent / pyridine / 3 h / Ambient temperature

4: 80 percent / pyridine / 4 h

5: 78 percent / ZnBr₂ / nitromethane / 0.25 h / Ambient temperature

6: tetrazole / CH₂Cl₂; acetonitrile / 18 h / Ambient temperature

7: tBuOOH / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; 1H-tetrazole; tert.-butylhydroperoxide; ammonia; water; benzotriazol-1-ol; zinc dibromide; In nitromethane; dichloromethane; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<669::AID-CHEM669>3.0.CO;2-V