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

Base Information

Chemical Name:N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-threonine methyl ester
CAS No.:197727-28-9
Molecular Formula:C₃₂H₃₉N₆O₁₂P
Molecular Weight:730.668
Hs Code.:

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

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

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

There total 10 articles about N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-threonine 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:

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

: 197727-28-9
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-threonine 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:

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

: 197727-28-9
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-threonine 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: t-BuOOH / 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

Reference yield:

: 155138-06-0
6-N-Phenylacetyl-2'-deoxyadenosine

: 197727-28-9
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxyadenosyl-allyl-phosphato)-L-threonine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / pyridine / 3 h / Ambient temperature

2: 80 percent / pyridine / 4 h

3: 78 percent / ZnBr₂ / nitromethane / 0.25 h / Ambient temperature

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

5: t-BuOOH / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; 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