5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Base Information

Chemical Name:5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine
CAS No.:1417629-87-8
Molecular Formula:C₆₀H₆₁N₅O₁₄
Molecular Weight:1076.17
Hs Code.:

5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Synonyms:5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

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Chemical Property of 5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

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Technology Process of 5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

There total 13 articles about 5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine 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: 100.0%

: 1417629-83-4
4-{[(3S,5S)-1-{[(9H-fluoren-9-yl)methoxy]carbonyl}-5-(methoxycarbonyl)pyrrolidin-3-yl]amino}-4-oxobutanoic acid

: 1417629-79-8
5-(allylamino)-5'-O-(4,4'-dimethoxytrityl)-3'-O-acetyl-2'-deoxyuridine

: 1417629-87-8
5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1002/chem.201201662 DOI:10.1002/chem.201201662

Reference yield:

: 84520-67-2
(2S,4R)-4-(methylsulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butylester-2-methylester

: 1417629-87-8
5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Guidance literature:: Multi-step reaction with 6 steps

1: sodium azide / N,N-dimethyl-formamide / 10 h / 65 °C / Inert atmosphere

2: 10% Pd/C; hydrogen / methanol / 12 h / 40 °C / 760.05 Torr / Inert atmosphere

3: dichloromethane / 2 h / 25 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 2 h / 25 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

6: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; sodium azide; 10% Pd/C; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201201662 DOI:10.1002/chem.201201662

Reference yield:

: 84520-68-3
N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester

: 1417629-87-8
5-[(2S,4S)-N-9-fluorenylmethoxycarbonyl-2-methoxycarbonyl-4-(3’-carbamidopropanoyl)aminopyrrolidineallyl]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Guidance literature:: Multi-step reaction with 5 steps

1: 10% Pd/C; hydrogen / methanol / 12 h / 40 °C / 760.05 Torr / Inert atmosphere

2: dichloromethane / 2 h / 25 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 2 h / 25 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; 10% Pd/C; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1002/chem.201201662 DOI:10.1002/chem.201201662