N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide

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Chemical Name:N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide
CAS No.:195519-93-8
Molecular Formula:C₆₀H₆₃N₅O₁₂
Molecular Weight:1046.19
Hs Code.:

Synonyms:N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide

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Chemical Property of N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide

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Technology Process of N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide

There total 6 articles about N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide 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: 93.0%

: 195519-91-6
[(2S,3R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid pentafluorophenyl ester

: 195519-88-1
1-[(2R,4S,5R)-5-((S)-1-Amino-allyl)-4-benzyloxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

: 195519-93-8
N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 16h; Ambient temperature;
DOI:10.1002/hlca.19970800517

Reference yield:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 195519-93-8
N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / 4-(dimethylamino)pyridine / pyridine / 16 h / 0 °C

2: 62 percent / pyridine / dimethylformamide / 16 h / Ambient temperature

3: 93 percent / (i-Pr)2EtN / tetrahydrofuran / 16 h / Ambient temperature

With pyridine; triethylamine; N-ethyl-N,N-diisopropylamine; dmap; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19970800517

Reference yield:

: 172033-24-8
[(2S,3R,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid

: 195519-93-8
N-{(5'S)-3-O-benzyl-3-[(benzyloxy)methyl]-5'-deoxy-5'-ethenylthymidin-5'-yl}-2-[3'-deoxy-5'-O-(dimethoxytrityl)thymidin-3'-yl]acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: Bu₄NF / tetrahydrofuran / 5 h / Ambient temperature

2: Et₃N / 4-(dimethylamino)pyridine / pyridine / 16 h / 0 °C

3: 62 percent / pyridine / dimethylformamide / 16 h / Ambient temperature

4: 93 percent / (i-Pr)2EtN / tetrahydrofuran / 16 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; dmap; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19970800517