N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl ester

Base Information

Chemical Name:N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl ester
CAS No.:197727-36-9
Molecular Formula:C₄₃H₅₄N₅O₁₆P
Molecular Weight:927.899
Hs Code.:

Synonyms:N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl ester

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Chemical Property of N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl ester

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Technology Process of N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl ester

There total 13 articles about N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl 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: 75.0%

: (S)-2-Amino-3-phenyl-propionic acid 2-(2-methoxy-ethoxy)-ethyl ester

: 197727-30-3
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine

: 197727-36-9
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
DOI:10.1039/a704215i

Reference yield:

: 197727-27-8
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine methyl ester

: 197727-36-9
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / papain, L-cysteine, phosphate buffer (pH 6.6) / acetone / 37 °C

2: 1.) HOBt, EDC, 2.) diisopropylethylamine / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, r.t., 15 h

With phosphate buffer; L-Cysteine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; papain; In acetone;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<669::AID-CHEM669>3.0.CO;2-V

Reference yield:

: 203986-33-8
3'-O-Acetyl-5'-O-dimethoxytrityl-4-N-phenylacetyl-2'-deoxycytidine

: 197727-36-9
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-phenylalanine-methoxyethoxyethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / ZnBr₂ / nitromethane / 0.25 h / Ambient temperature

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

3: tBuOOH / CH₂Cl₂ / 0.17 h / 0 °C

4: 91 percent / papain, L-cysteine, phosphate buffer (pH 6.6) / acetone / 37 °C

5: 1.) HOBt, EDC, 2.) diisopropylethylamine / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, r.t., 15 h

With 1H-tetrazole; tert.-butylhydroperoxide; phosphate buffer; L-Cysteine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; zinc dibromide; papain; In nitromethane; dichloromethane; acetone; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<669::AID-CHEM669>3.0.CO;2-V