Uridine, 2'-[2,3-bis(acetyloxy)propyl]-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2' -deoxy-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

Base Information

Chemical Name:Uridine, 2'-[2,3-bis(acetyloxy)propyl]-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2' -deoxy-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]
CAS No.:185141-92-8
Molecular Formula:C46H57N4O12P
Molecular Weight:888.952
Hs Code.:

Uridine,
2'-[2,3-bis(acetyloxy)propyl]-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'
-deoxy-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

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Chemical Property of Uridine, 2'-[2,3-bis(acetyloxy)propyl]-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2' -deoxy-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

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Technology Process of Uridine, 2'-[2,3-bis(acetyloxy)propyl]-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2' -deoxy-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

There total 7 articles about Uridine, 2'-[2,3-bis(acetyloxy)propyl]-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2' -deoxy-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite] 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: 73.0%

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 185141-89-3
Acetic acid 1-acetoxymethyl-2-[(2R,3R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-2-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-ethyl ester

: 185141-92-8
Acetic acid 1-acetoxymethyl-2-[(2R,3R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-2-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-ethyl ester

Guidance literature:: With N,N-diisopropylamine tetrazolide; In dichloromethane; for 16h;
DOI:10.1021/jo9614607

Reference yield:

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

: 185141-92-8
Acetic acid 1-acetoxymethyl-2-[(2R,3R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-2-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / pyridine / CH₂Cl₂ / 1 h

2: 73 percent / diisopropylammonium tetrazolide / CH₂Cl₂ / 16 h

With pyridine; N,N-diisopropylamine tetrazolide; In dichloromethane;
DOI:10.1021/jo9614607

Reference yield:

: 1-((2R,3R,3aS,9aR)-3-Allyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one

: 185141-92-8
Acetic acid 1-acetoxymethyl-2-[(2R,3R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-2-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99.6 percent / N-methylmorpholine N-oxide, OsO₄ / acetone; H₂O / 1.5 h

2: 64 percent / pyridine / 2 h

3: 1.) NH₃, MeOH, 2.) pyridine / 1.) 16 h, 2.) 20 h

4: 81 percent / Et₃N*HF / tetrahydrofuran

5: 94 percent / pyridine / CH₂Cl₂ / 1 h

6: 73 percent / diisopropylammonium tetrazolide / CH₂Cl₂ / 16 h

With pyridine; methanol; osmium(VIII) oxide; N,N-diisopropylamine tetrazolide; ammonia; 4-methylmorpholine N-oxide; triethylamine hydrofluoride; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1021/jo9614607