N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-methoxyethoxyethyl ester

Base Information

Chemical Name:N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-methoxyethoxyethyl ester
CAS No.:197727-35-8
Molecular Formula:C₄₂H₅₆N₅O₁₈P
Molecular Weight:949.903
Hs Code.:

N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-methoxyethoxyethyl ester

Synonyms:N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-methoxyethoxyethyl ester

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Chemical Property of N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-methoxyethoxyethyl ester

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Technology Process of N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-methoxyethoxyethyl ester

There total 13 articles about N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-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: 62.0%

: (S)-2-Amino-pentanedioic acid 5-allyl ester 1-[2-(2-methoxy-ethoxy)-ethyl] ester

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

: 197727-35-8
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-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

: 197727-35-8
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-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

: 197727-35-8
N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-serine-L-glutamic acid γ-allyl ester-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