1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

Base Information

Chemical Name:1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine
CAS No.:1344710-82-2
Molecular Formula:C₆₂H₆₈F₃N₆O₁₁P
Molecular Weight:1161.22
Hs Code.:

1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

Synonyms:1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

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Chemical Property of 1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

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Technology Process of 1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

There total 3 articles about 1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine 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: 70.0%

: 1344710-81-1
1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]trifluoroacetylamino-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 1344710-82-2
1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 0.75h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.08.022

Reference yield:

: 1344710-79-7
1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-amino-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

: 1344710-82-2
1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol / 1.5 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 5 h / 20 °C / Inert atmosphere; Molecular sieve

2.1: pyridine / 1 h / 0 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.75 h / 20 °C / Inert atmosphere

With pyridine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmc.2011.08.022

Reference yield:

: 1344710-78-6
C₃₅H₃₄F₃N₃O₈

: 1344710-82-2
1-[(3'S,5'R,6'R)-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-[3''-(N-Fmoc-aminopropyl)]amino-3'-O-(2-cyanoethoxy)diisopropylaminophosphanyl-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine

Guidance literature:: Multi-step reaction with 4 steps

1.1: ammonia / methanol / 55 °C / Inert atmosphere

2.1: methanol / 1.5 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 5 h / 20 °C / Inert atmosphere; Molecular sieve

3.1: pyridine / 1 h / 0 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.75 h / 20 °C / Inert atmosphere

With pyridine; ammonia; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmc.2011.08.022